Category: 617-55-0

Paterson, Ian; Anderson, Edward A.; Dalby, Stephen M.; Lim, Jong Ho; Genovino, Julien; Maltas, Philip; Moessner, Christian published the artcile< Total synthesis of spirastrellolide A methyl ester-part 1: synthesis of an advanced C17-C40 bis-spiroacetal subunit>, Synthetic Route of 617-55-0, the main research area is asym synthesis spirastrellolide A methyl ester fragment Suzuki coupling; bis spiroacetal fragment asym synthesis Suzuki coupling.

The marine macrolide spirastrellolide A is a potent and selective inhibitor of protein phosphatase 2A and a lead for anticancer therapies. A flexible and modular synthetic strategy has been developed with two routes for the construction of the DEF bis-spiroacetal subunit I and II. The optimized Suzuki coupling approach results in the efficient preparation of a C17-C40 aldehyde that forms the cornerstone II of the first total synthesis.

Angewandte Chemie, International Edition published new progress about Olefination (Julia olefination). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Synthetic Route of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Seebach, Dieter; Aebi, Johannes; Wasmuth, Daniel published the artcile< Diastereoselective α-alkylation of β-hydroxycarboxylic esters through alkoxide enolates: (+)-diethyl (2S,3R)-3-allyl-2-hydroxysuccinate from (-)-diethyl S-malate (butanedioic acid, 2-hydroxy-3-(2-propenyl)-, diethyl ester, [S-(R,S)])>, Application In Synthesis of 617-55-0, the main research area is diastereoselective alkylation hydroxycarboxylate; alkylation diastereoselective ethyl malate; alkoxide enolate alkylation diastereoselective.

The reaction of di-Et (S)(-)-malate with LiN(CHMe2)2 at -78 to -20° under 100 mm Hg argon pressure, followed by treatment with CH2:CHCH2Br gave 92% u-CH2:CHCH2CH(CO2Et)CH(OH)CO2Et (u-I) and 8% l-I. Similarly prepared were 14 other I analogs.

Organic Syntheses published new progress about Alkylation. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Application In Synthesis of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Murakami, Saeko; Aoki, Nobuyoshi published the artcile< Synthesis and ring-oligomer recovery of an environmentally benign malate-containing polyurethane using enzymatic process>, HPLC of Formula: 617-55-0, the main research area is ring oligomer malate polyurethane enzyme catalyzed polymerization lipase.

Oligo[(hexanediol-L-malate)-co-(hexanediol-succinate)] [oligo(HM-co-HS)] was prepared by the lipase-catalyzed polymerization of di-Me L-malate, di-Me succinate and 1,6-hexanediol in an environmentally benign bioprocess. These monomers can be derived from biomass resources. The contents of free hydroxyl groups in the oligomers was varied by changing the feed ratio of L-malate and succinate. Polyurethanes containing malic acid were synthesized by the reaction of enzymically prepared oligo(HM-co-HS) and hexamethylene diisocyanate. The thermal properties of polyurethanes with different contents of L-malate and succinate were evaluated. Melting was observed for polyurethanes containing the oligomers with less than 20% L-malate. The glass transition temperatures of the polyurethanes increased with increasing contents of L-malate having a free hydroxyl group. The malate-containing polyurethanes were enzymically degraded by lipase and the degradation products exclusively contained cyclic oligomers which may be repolymd.

Kobunshi Ronbunshu published new progress about Biomass. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lorenz, Peter; Duckstein, Sarina; Conrad, Juergen; Knoedler, Matthias; Meyer, Ulrich; Stintzing, Florian C. published the artcile< An Approach to the Chemotaxonomic Differentiation of Two European Dog's Mercury Species: Mercurialis annua L. and M. perennis L.>, Reference of 617-55-0, the main research area is chemotaxonomy Mercurialis.

Mercurialis annua and M. perennis are medicinal plants used in complementary medicine. In the present work, anal. methods to allow a chemotaxonomic differentiation of M. annua and M. perennis by means of chem. marker compounds were established. In addition to previously published compounds, the exclusive presence of pyridine-3-carbonitrile and nicotinamide in CH2Cl2 extracts obtained from the herbal parts of M. annua was demonstrated by GC/MS. Notably, pyridine-3-carbonitrile was identified for the first time as a natural product. Further chromatog. separation of the CH2Cl2 extracts via polyamide yielded a MeOH fraction exhibiting a broad spectrum of side-chain saturated n-alkylresorcinols. While the n-alkylresorcinol pattern was similar for both plant species, some specific differences were observed for particular n-alkylresorcinol homologs. Finally, the investigation of H2O extracts by LC/MS/MS revealed the presence of depside constituents. Whereas, in M. perennis, a mixture of mercurialis acid (=(2R)-[(E)-caffeoyl]-2-oxoglutarate) and phaselic acid (=(E)-caffeoyl-2-malate) could be detected, in M. annua solely phaselic acid was found. By comparison with synthesized enantiomerically pure (2R)- and (2S)-phaselic acids, the configuration of the depside could be determined as (2S) in M. annua and as (2R) in M. perennis.

Chemistry & Biodiversity published new progress about Configuration. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Reference of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kim, Seok-In; Chu, Feixia; Dueno, Eric E.; Jung, Kyung Woon published the artcile< Alkyl carbonates: efficient three component coupling of aliphatic alcohols, CO2, and alkyl halides in the presence of Cs2CO3>, HPLC of Formula: 617-55-0, the main research area is alkyl carbonate preparation; coupling aliphatic alc carbon dioxide halide; cesium coupling alc carbon dioxide halide.

A three-way coupling was performed using alcs., e.g., Ph(CH2)4OH, CO2, halides, e.g., n-BuBr, leading to the exclusive preparation of mixed alkyl carbonates, where the use of cesium bases was crucial due to the inherently enhanced nucleophilicities of the corresponding cesium alkoxides generated in situ from various aliphatic alcs. Primary and secondary alcs. were easily incorporated into CO2, which then reacted with with various halides including secondary bromides, which are usually resistant to alkylations due to eliminations. The procedures discussed were mild enough to avoid side reactions such as hydrolysis and transesterification, common in various O-alkylation methods in the presence of esters or the equivalent Therefore, chiral substrates encompassing α-hydroxy esters, susceptible to racemization, were also durable under the developed conditions.

Journal of Organic Chemistry published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lorenz, Peter; Duckstein, Sarina; Conrad, Juergen; Knoedler, Matthias; Meyer, Ulrich; Stintzing, Florian C. published the artcile< An Approach to the Chemotaxonomic Differentiation of Two European Dog's Mercury Species: Mercurialis annua L. and M. perennis L.>, Reference of 617-55-0, the main research area is chemotaxonomy Mercurialis.

Mercurialis annua and M. perennis are medicinal plants used in complementary medicine. In the present work, anal. methods to allow a chemotaxonomic differentiation of M. annua and M. perennis by means of chem. marker compounds were established. In addition to previously published compounds, the exclusive presence of pyridine-3-carbonitrile and nicotinamide in CH2Cl2 extracts obtained from the herbal parts of M. annua was demonstrated by GC/MS. Notably, pyridine-3-carbonitrile was identified for the first time as a natural product. Further chromatog. separation of the CH2Cl2 extracts via polyamide yielded a MeOH fraction exhibiting a broad spectrum of side-chain saturated n-alkylresorcinols. While the n-alkylresorcinol pattern was similar for both plant species, some specific differences were observed for particular n-alkylresorcinol homologs. Finally, the investigation of H2O extracts by LC/MS/MS revealed the presence of depside constituents. Whereas, in M. perennis, a mixture of mercurialis acid (=(2R)-[(E)-caffeoyl]-2-oxoglutarate) and phaselic acid (=(E)-caffeoyl-2-malate) could be detected, in M. annua solely phaselic acid was found. By comparison with synthesized enantiomerically pure (2R)- and (2S)-phaselic acids, the configuration of the depside could be determined as (2S) in M. annua and as (2R) in M. perennis.

Chemistry & Biodiversity published new progress about Configuration. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Reference of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Remuinan, M. J.; Pattenden, G. published the artcile< Total synthesis of (-)-pateamine, a novel polyene bis-macrolide with immunosuppressive activity from the sponge Mycale sp.>, Electric Literature of 617-55-0, the main research area is pateamine total synthesis.

A concise and convergent synthesis of the polyene thiazole-containing 19-membered bis-lactone (-)-pateamine is described. The synthesis features both the intra- and intermol. Stille sp2-sp2 coupling reactions to elaborate the E,Z-diene macrolide core and the side-chain all-E polyene portion of the natural product, and highlights the scope for enantiopure sulfinimine intermediates in the synthesis of chiral β-amino ester moieties in complex structures.

Tetrahedron Letters published new progress about Stille coupling reaction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Electric Literature of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Shuang; Ma, Qing-yun; Huang, Sheng-zhuo; Dai, Hao-fu; Guo, Zhi-kai; Yu, Zhi-fang; Zhao, You-xing published the artcile< Chemical constituents from Ganoderma philippii>, Related Products of 617-55-0, the main research area is chem constituent Ganoderma philippii Ganodermataceae.

The chem. investigation on Ganoderma philippii led to the isolation of sixteen compounds by silica gel and Sephadex LH-20 column chromatog. On the basis of spectroscopic data analyses, their structures were elucidated as 2, 5-dihydroxyacetophenone(1), Me gentisate(2), (S)-di-Me malate(3), muurola-4, 10(14)-dien-11β-ol(4), dihydroepicubenol(5), 5-hydroxymethylfuran carboxaldehyde(6), ergosta-7, 22E-dien-3β-ol(7), ergosta-7, 22E-dien-3-one(8), ergosta-7, 22E-diene-2β, 3α, 9α-triol(9), 6β-methoxyergo-sta-7, 22E-dien-3β, 5α-diol(10), ergosta-4, 6, 8(14), 22E-tetraen-3-one(11), ergosta-4, 6, 8-(14), 22E-tetraen-3β-ol(12), 5α, 8α-epidioxy-ergosta-6, 22E-dien-3β-ol(13), 7α-methoxy-5α, 6α-epoxyergosta-8-(14), 22E-dien-3β-ol(14), ergosta-8, 22E-diene-3β, 5α, 6β, 7α-tetraol(15), and ergosta-5, 23-dien-3β-ol, acetate(16). All the compounds were obtained from this fungus for the first time, and compounds 4 and 5 were isolated from the Ganoderma genus for the first time.

Zhongguo Zhongyao Zazhi published new progress about Ganoderma philippi. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chung, Sung Kee; Chang, Ki Seog; Kim, Byoung Eog; Ryu, Sung Ho published the artcile< Synthetic and biological studies of phospholipid derivatives as inhibitors of phospholipases>, HPLC of Formula: 617-55-0, the main research area is glycophospholipid preparation phospholipase inhibitor; aminoglycophospholipid preparation phospholipase inhibitor.

Glycophospholipids, e.g. I, were prepared and their phospholipase inhibitory activities were tested.

Korean Journal of Medicinal Chemistry published new progress about Glycophospholipids Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Prevost, Michel; Dostie, Starr; Waltz, Marie-Eve; Guindon, Yvan published the artcile< Investigation of diastereoselective acyclic α-alkoxydithioacetal substitutions involving thiacarbenium intermediates>, Computed Properties of 617-55-0, the main research area is diastereoselective acyclic alkoxydithioacetal substitution thiacarbenium intermediate.

Reported herein is an exptl. and theor. study that elucidates why silylated nucleobase additions to acyclic α-alkoxythiacarbenium intermediates proceed with high 1,2-syn stereocontrol (anti-Felkin-Anh), which is opposite to what would be expected with corresponding activated aldehydes. The acyclic thioaminals formed undergo intramol. cyclizations to provide nucleoside analogs with anticancer and antiviral properties. The factors influencing the selectivity of the substitution reaction have been examined thoroughly. Halothioether species initially form, ionize in the presence (low dielec. media) or absence (higher dielec. media) of the nucleophile, and react through SN2-like transition structures (TS A and D), where the α-alkoxy group is gauche to the thioether moiety. An important, and perhaps counterintuitive, observation in this work was that calculations done in the gas phase or low dielec. media (toluene) are essential to locate the product- and rate-determining transition structures (C-N bond formation) that allow the most reasonable prediction of selectivity and isotope effects for more polar solvents (THF, MeCN). The ΔΔG (GTSA-TSD) obtained in silico are consistent with the preferential formation of 1,2-syn product and with the trends of stereocontrol displayed by 2,3-anti and 2,3-syn α,β-bis-alkoxydithioacetals.

Journal of Organic Chemistry published new progress about Chiral induction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Computed Properties of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics