Esters-buliding-blocks

Guivisdalsky, Pedro N. published the artcileGlycidyl derivatives as chiral C₃ synthons. Ring opening catalyzed by boron trifluoride etherate, Quality Control of 115314-17-5, the publication is Journal of the American Chemical Society (1989), 111(8), 3077-9, database is CAplus.

The BF₃.OEt₂ mediated regio- and stereoselective opening reactions of (R)- and (S)-glycidyl arenesulfonates I (R = 4-MeC₆H₅SO₂, 3-O₂NC₆H₄SO₂) and tert-butyldiphenylsilyl ether I (R = Me₃CPh₂Si) with R¹XH [R¹ = PhCH₂, Me(CH)₁₅, oleyl, petroselinyl, X = O; R¹ = Ph, X = S] in CH₂Cl₂ or CHCl₃ is reported. BF₃.Et₂ was a more effective catalyst than other Lewis acids used previously for opening of glycidol, giving rise to (+)- and (-)-ROCH₂CH(OH)CH₂XR¹ (R, R¹, X = same as above) in good yield and high enantiomeric excess. Glycidyl arenesulfonates underwent attack exclusively at C(3), whereas the silyl ethers gave products resulting from C(3):C(2) attack in a ratio of 9:1. The BF₃.Et₂O catalyzed opening of glycidyl derivatives is a more convenient method for preparing suitably protected vic-diols than the previously described Ti-mediated opening the the parent glycidol.

Journal of the American Chemical Society published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Quality Control of 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Guivisdalsky, Pedro N. published the artcileAn efficient stereocontrolled route to both enantiomers of platelet activating factor and analogs with long-chain esters at C-2: saturated and unsaturated ether glycerolipids by opening of glycidyl arenesulfonates, Name: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Journal of Organic Chemistry (1989), 54(19), 4643-8, database is CAplus.

Both enantiomers of various ether/ester glycerophosphocholines (R)-I and (S)-II (R¹ = e.g., hexadecyl, R² = pentadecyl, Me), including platelet activating factor I (R¹ = hexadecyl, R² = Me), were synthesized from arenesulfonate derivatives of glycidol (R)- and (S)-III (R³ = C₆H₄Me-4, C₆H₄NO₂-3) readily available in high enantiomeric purity. Regio- and stereospecific opening of (R)- or (S)-III with 1.0-1.4 equiv of long-chain saturated or unsaturated alc. using BF₃.Et₂O as catalyst in CH₂Cl₂ or CHCl₃ afforded (R)- and (S)-R³SO₃CH₂CH(OH)CH₂OR⁴ (IV; R³ = C₆H₄Me-4, C₆H₄NO₂-3; R⁴ = oleyl, petroselinyl, hexadecyl) in 73-83% yields and with the same very high optical purity of the parent glycidyl arenesulfonate (94-99% enantiomeric excess). For saturated alkyl/acyl I and II O-benzylation of IV was achieved with retention of the arenesulfonte group by using benzyl trifluoromethanesulfonate in the presence of excess 2,6-di-tert-butyl-4-methylpyridine; the C-2 hydroxyl of unsaturated O-alkyl IV is protected as the methoxymethyl ether under mild conditions in which the arenesulfonate group is retained. Displacement of the arenesulfonate group and introduction of the phosphocholine group to produce PAF analogs complete this route to chiral ether-ester phospholipids.

Journal of Organic Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Name: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Egly, Julien published the artcileCopper(I) complexes with remotely functionalized phosphine ligands: Synthesis, structural variety, photophysics and effect onto the optical properties, SDS of cas: 617-52-7, the publication is Inorganica Chimica Acta (2021), 119971, database is CAplus.

The synthesis, chem. and photophys. investigation of a series of eight novel copper-halide derivatives with different nuclearity is herein presented. One mononuclear copper(I) complex with formula [CuI(pyridine)(P)₂], where P is a functionalized phosphine, six dinuclear derivatives bearing the rhombic {Cu₂I₂} subunits and with general formula [Cu(μ-I)(P)(N)]₂ (N = pyridine, quinoline and 4-cyanopyridine) as well as one tetranuclear copper-iodide clusters of general formula [Cu(μ-I)P]₄ consisting of a cubane-like {Cu₄X₄} motif were straightforwardly prepared, also by mechano-chem. synthetic procedure. The phosphine ligands were prepared in excellent yield by using simple hydrophosphination reactions. For five of the investigated cuprous iodide derivatives their atom connectivity and solid-state crystalline packing was unambiguously confirmed by solving their single-crystal x-ray structure. All the investigated complexes resulted into photo- and thermally-stable luminescent species. In the solid state as microcrystalline powder samples, the complexes display intense photoluminescence ranging from the sky-blue to orange-red portion of the spectrum with PLQY values of 0.28-0.50 and 0.34-0.97 at room and low (77 K) temperature, resp., depending on the nature of both the coordinated N-heteroaromatic ring and phosphine ligands. In spite of the remote location of the functionalization of the phosphine, profound effects are observed onto the solid-state emission properties highlighting the importance of microenvironment for the emitters in the aggregated phase.

Inorganica Chimica Acta published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, SDS of cas: 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hoque, Emdadul Md published the artcileNoncovalent interactions in Ir-catalyzed C-H activation: L-shaped ligand for para-selective borylation of aromatic esters, Category: esters-buliding-blocks, the publication is Journal of the American Chemical Society (2017), 139(23), 7745-7748, database is CAplus and MEDLINE.

An efficient strategy for the para-selective C-H-borylation of aromatic esters is described, utilizing iridium(I) precatalyst [Ir(cod)(OMe)]₂ and an L-shaped ligand I (L1), which enables coordination of the iridium center through its bipyridine moiety and substrate coordination through 2-quinolinol hydrogen bond. For achieving high para-selectivity, a new catalytic system has been developed modifying the core structure of the bipyridine. It has been proposed that the L-shaped ligand is essential to recognize the functionality of the oxygen atom of the ester carbonyl group via noncovalent interaction, which provides an unprecedented controlling factor for para-selective C-H activation/borylation.

Journal of the American Chemical Society published new progress about 350-19-6. 350-19-6 belongs to esters-buliding-blocks, auxiliary class Fluoride,Benzene,Ester, name is Ethyl 3,5-difluorobenzoate, and the molecular formula is C9H8F2O2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Sundh, Ulla Beckman published the artcileScientific opinion on Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4): benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate, the publication is EFSA Journal (2012), 10(12), 2994, 140 pp., database is CAplus.

The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 45 flavouring substances in the Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4), using the Procedure in Commission Regulation (EC) No 1565/2000. This revision 4 is made due to inclusion of four addnl. substances, o-, m- and p-tolualdehyde [FL no: 05.026, 05.028 and 05.029] and phenylmethyl 2-methyl-2-butenoate [FL no: 09.858]. None of the substances were considered to have genotoxic potential. The substances were evaluated through a stepwise approach (the Procedure) that integrates information on structure-activity relationships, intake from current uses, toxicol. threshold of concern, and available data on metabolism and toxicity. The Panel concluded that all the substances do not give rise to safety concerns at their levels of dietary intake, estimated on the basis of the MSDI approach. Besides the safety assessment of these flavouring substances, the specifications for the materials of commerce have also been considered. Adequate specifications including complete purity criteria and identity for the materials of commerce have been provided for all 45 candidate substances.

EFSA Journal published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C10H15NO, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Anadon, Arturo published the artcileFlavouring Group Evaluation 8, Revision 1 (FGE.08Rev1): aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30, Computed Properties of 19788-49-9, the publication is EFSA Journal (2010), 8(7), 1021, 123 pp., database is CAplus.

The Scientific Panel on Food Contact Materials, Enzymes, Flavorings and Processing Aids has been requested to evaluate 66 flavoring substances in the Flavoring Group Evaluation 8, Revision 1 (FGE.08Rev1), using the Procedure as referred to in the Commission Regulation (EC) No 1565/2000. These 66 flavoring substances belong to chem. groups 20 and 30, Annex I of the Commission Regulation (EC) No 1565/2000. Generally, the candidate substances and supporting substances are expected to share common routes of absorption, distribution and metabolism, and exhibit similar toxicol. properties.

EFSA Journal published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Computed Properties of 19788-49-9.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Anadon, Arturo published the artcileScientific opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate, the publication is EFSA Journal (2011), 9(7), 2176, 136 pp., database is CAplus.

The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to consider in this revision 3 of Flavouring Group Evaluation 20, the SCF Opinion on benzoic acid. Furthermore information on stereoisomeric composition for two substances [FL-no: 06.104 and 09.570] and new information to support the re-allocation of the structural class for the candidate substance piperonyl alc. [FL-no: 02.205] has been submitted. The 41 flavouring substances in Flavouring Group Evaluation 20 were evaluated using the Procedure in Commission Regulation (EC) No 1565/2000. None of the substances were considered to have genotoxic potential. The substances were evaluated through a stepwise approach (the Procedure) that integrates information on structure-activity relationships, intake from current uses, toxicol. threshold of concern, and available data on metabolism and toxicity. The Panel concluded that all the substances do not give rise to safety concerns at their levels of dietary intake, estimated on the basis of the MSDI approach.

EFSA Journal published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Anadon, Arturo published the artcileFlavouring Group Evaluation 8, Revision 2 (FGE.08Rev2): aliphatic and alicyclic mono-, di-, tri-, and polysulphides with or without additional oxygenated functional groups from chemical groups 20 and 30, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is EFSA Journal (2010), 8(11), 1408, 124 pp., database is CAplus.

The Scientific Panel on Food Contact Materials, Enzymes, Flavorings and Processing Aids has been requested to evaluate 67 flavoring substances in the Flavoring Group Evaluation 8, Revision 2 (FGE.08Rev2), using the Procedure as referred to in the Commission Regulation (EC) No 1565/2000. These 67 flavoring substances belong to chem. groups 20 and 30, Annex I of the Commission Regulation (EC) No 1565/2000. Final evaluation of the materials of commerce cannot be performed for 40 of the 67 substances, pending further information. The remaining 27 flavoring substances evaluated through the Procedure [FL-no: 12.096, 12.099,12.103, 12.111, 12.117, 12.124, 12.125, 12.127, 12.129, 12.136, 12.151, 12.152, 12.158, 12.165, 12.166, 12.181, 12.183, 12.189, 12.191, 12.196, 12.200, 12.205, 12.221, 12.277, 15.081, 15.103 and 15.111] would present no safety concern at the levels of intake estimated on the basis of the MSDI approach.

EFSA Journal published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Recommanded Product: Ethyl 2-mercaptopropanoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ocak, Hale published the artcileTwist grain boundary (TGB) states of chiral liquid crystalline bent-core mesogens, Quality Control of 50670-76-3, the publication is Chemical Communications (Cambridge, United Kingdom) (2015), 51(35), 7512-7515, database is CAplus and MEDLINE.

4-Cyanoresorcinol derived bent-core mols. with a chiral (S)-2-methylbutoxy chain form liquid crystalline phases with TGBA- and TGBC-like structures at the transition from cybotactic nematic via SmA to SmC phases.

Chemical Communications (Cambridge, United Kingdom) published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C15H14O3, Quality Control of 50670-76-3.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ocak, Hale published the artcileEffects of chain branching and chirality on liquid crystalline phases of bent-core molecules: blue phases, de Vries transitions and switching of diastereomeric states, Name: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, the publication is Soft Matter (2011), 7(18), 8266-8280, database is CAplus.

Bent-core mols. based on a resorcinol bis[benzoate] core with a series of distinct substituents in different positions at the central resorcinol core were synthesized and characterized. The focus is on the effect of branched terminal groups in the racemic and chiral forms on the mesomorphic properties. These were investigated by differential scanning calorimetry, optical polarizing microscopy, X-ray diffraction, electro-optic and dielec. methods. Only bent-core mesogens derived from 4-cyanoresorcinol exhibit liquid crystalline phases and the mesophases of these compounds are strongly influenced by the branching and enantiomeric composition of the terminal chains. Depending on the structure of the rod-like wings and the enantiomeric composition, cybotactic nematic phases (N_cybC), BPIII-like isotropic mesophases (BPIII_cybC*) and various polar and apolar smectic phases (SmA, SmC, SmC*, SmC_sP_A, SmC_sP_A*) are formed. For one compound, a de Vries type smectic phase is observed and it appears that with decreasing temperature, order develops in two steps. First, at the SmA to SmC transition, the tilt direction becomes long range ordered and in a second step a long range ordering in bend direction takes place. Hence, for the optically active compound a transition from chirality induced polar switching to bend induced (shape induced) antiferroelectricity takes place. In this SmC_sP_A* phase a homogeneous layer chirality is induced under an applied elec. field which interacts with the fixed mol. chirality leading to the energetically favored diastereomeric state and giving rise to a field direction dependent uniform tilt director orientation. Field reversal induces a flipping of the layer chirality, which first leads to the less favorable diastereomeric state, and then this slowly relaxes to the more stable one by a spontaneous reversal of the tilt direction. The target compounds thus formed included resorcinol derivatives of racemic 4-(2-methylbutoxy)benzoic acid 4-carboxyphenyl ester, chiral 4-[(2S)-2-methylbutoxy]benzoic acid 4-carboxyphenyl ester, chiral 4-[[(3S)-3,7-dimethyloctyl]oxy]benzoic acid 4-carboxyphenyl ester and racemic [(3,7-dimethyloctyl)oxy]benzoic acid 4-carboxyphenyl ester, etc.

Soft Matter published new progress about 50670-76-3. 50670-76-3 belongs to esters-buliding-blocks, auxiliary class Benzene,Phenol,Ester, name is Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate, and the molecular formula is C15H14O3, Name: Ethyl 4′-hydroxy-[1,1′-biphenyl]-4-carboxylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics