Tag: M.W=150-200

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

Fang, Jie; Hu, Qiang; Dong, Wan-Li; Xu, Guo-Qiang; Hu, Xiu-Qin; Luo, Yong-Chun; Xu, Peng-Fei published the artcile< Photoredox-catalyzed hydrocarboxymethylation of alkenes>, Electric Literature of 151259-38-0, the main research area is alkene photoredox catalyzed hydrocarboxymethylation.

Direct introduction of a carboxyl group into mols. is one of the most useful methods for the preparation of carboxylic acids, which avoids the conversion of various preexisting functional groups and features good step- and atom-economy. However, the methods for the direct synthesis of two-carbon added carboxylic acids from the precursors remain rare. Herein, we first report a general and mild method for the direct synthesis of a range of aliphatic acids by photoredox-catalyzed hydrocarboxymethylation of alkenes with good toleration of various functional groups in which bromoacetic acid is utilized as an ideal two-carbon synthon. The synthetic utility of this hydrocarboxymethylation protocol is further demonstrated by the concise synthesis of two marketed drugs, sensipar and tirofiban, from com. available starting materials.

CCS Chemistry published new progress about Alkenes Role: TEM (Technical or Engineered Material Use), USES (Uses). 151259-38-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H19NO2, Electric Literature of 151259-38-0.

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

Motoyama, Yukihiro; Kamo, Kazuyuki; Nagashima, Hideo published the artcile< Catalysis in Polysiloxane Gels: Platinum-Catalyzed Hydrosilylation of Polymethylhydrosiloxane Leading to Reusable Catalysts for Reduction of Nitroarenes>, Related Products of 30095-98-8, the main research area is nitroarene chemoselective reduction platinum encapsulated polysiloxane gel; aniline preparation.

Novel polysiloxane gels with encapsulated platinum species were prepared by treatment of polymethylhydrosiloxane with alkenes in the presence of Karstedt’s catalyst. These gels act as reusable catalysts in the reduction of functionalized nitroarenes with H2 to the corresponding substituted anilines without leaking the catalyst species.

Organic Letters published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Related Products of 30095-98-8.

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

Brain, C. T.; Chen, A.; Nelson, A.; Tanikkul, N.; Thomas, E. J. published the artcile< An approach to the total synthesis of lankacidins: synthesis of the requisite building blocks>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is lankacidin C precursor preparation azetidinone aldehyde sulfone; addition stereoselective cuprate alkyne; aldol condensation Mitsunobu reaction preparation azetidinone.

A strategy for a total synthesis of lankacidin C (I) is outlined and the requisite building blocks synthesized. The azetidinone (II) was prepared from Me but-2-ynoate via a route which features the stereoselective addition of a tributyltin cuprate to the alkyne, an asym. aldol condensation and formation of the azetidinone by an intramol. Mitsunobu reaction. The aldehyde (III) was prepared from di-Me malate and the sulfone (IV) from prop-2-ynol again using asym. aldol reactions as key steps. Syntheses of intermediates II, III, and IV for a projected synthesis of I are described.

Tetrahedron Letters published new progress about Aldol condensation, stereoselective. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

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

Gong, Ming; Kim, Jung Keun; Zhao, Xiuli; Li, Yabo; Zhang, Jianye; Huang, Mengmeng; Wu, Yangjie published the artcile< Visible-light-induced α-oxyamination of 1,3-dicarbonyls with TEMPO via a photoelectrocatalytic process applying a DSSC anode or in a DSSC system>, COA of Formula: C11H12O3, the main research area is oxyamination dicarbonyls TEMPO photoelectrocatalytic DSSC.

A green and environmentally friendly photoelectrocatalytic one-pot method was developed for the α-oxyamination between 1,3-dicarbonyls and TEMPO via a photoelectrocatalytic process using visible light as the energy source. The recovered DSSC anode (photocatalyst) could be used > 8 times, at the same time, the α-oxyamination reaction proceeding in the DSSC device might be involved in the photoelectrocatalysis process. Mechanistic studies establish that the reaction might undergo both the visible-light-induced radical and the ionic reaction processes.

Green Chemistry published new progress about 1,3-Dicarbonyl compounds Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

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

Pommier, Agnes; Pons, Jean-Marc; Kocienski, Philip J. published the artcile< The First Total Synthesis of (-)-Lipstatin>, Electric Literature of 617-55-0, the main research area is asym synthesis lipstatin; stereoselective cycloaddition silylketene tetradecadienal.

A key step in the first total synthesis of the potent pancreatic lipase inhibitor (-)-lipstatin (I) is a diastereoselective Lewis acid-promoted [2 + 2] cycloaddition reaction between (trimethylsilyl)ketene Me(CH2)5C(SiMe3):CO and tetradecadienal II (TBS = Me3CSiMe2), which is prepared from di-Me (S)-(-)-malate.

Journal of Organic Chemistry published new progress about [2+2] Cycloaddition 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

Morita, Iwao; Haruta, Yuko; Tomita, Toshio; Tsuda, Masami; Kandori, Kazuhisa; Kise, Masahiro; Kimura, Kiyoshi published the artcile< Syntheses and antihypertensive activities of 1,4-dihydropyridine-5-phosphonate derivatives. III>, COA of Formula: C7H12O5, the main research area is cyclocondensation arylideneacetonylphosphonate aminocrotonate; hydropyridinephosphonate preparation antihypertensive activity; pyridinephosphonate phenyldihydro preparation antihypertensive activity.

Phenyldihydropyridinephosphonates I [RR = (CH2)3, CH2CMe2CH2; R = CO2Me, allyl; R1 = 2-NO2, 2-CF3, 2-OCHF2, 3-NO2; R2 = Me, CH2CHMe2, CH2CH2OCH2Ph, CH2CH2OMe, CH2CH2NMeCH2Ph, allyl; R3 = Me, Et, Pr, allyl, CH2Ph, CH2CH2OMe, NMe2; R4 = Me] were prepared by the cyclocondensation reaction of R3NHCMe:CHCO2R2 with R1C6H4CH:CAcP(O)(OR)2 (II). I [R = allyl, RR = (CH2)3; R1 = 2-NO2, 3-NO2, 2-CF3; R2 = Me; R3 = H; R4 = CH(OMe)2] were prepared similarly by the reaction of II with (MeO)2CHC(NH2):CHCO2Me. I [R4 = CH(OMe)2] was deprotected to give I (same R-R3; R4 = CHO). The latter were converted to I (R4 = CH2OH, CH:NOH, cyano). I were all tested for antihypertensive activity in normotensive and spontaneously hypertensive rats. I [RR = (CH2)3, R1 = 2-NO2, R2 = Me, R3 = R4 = Me] shows higher antihypertensive activity than nifedipine, but lower than DHP-218.

Chemical & Pharmaceutical Bulletin published new progress about Antihypertensives. 60705-25-1 belongs to class esters-buliding-blocks, and the molecular formula is C7H12O5, COA of Formula: C7H12O5.

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

Surakanti, Ramu; Sanivarapu, Sumalatha; Thulluri, Chiranjeevi; Iyer, Pravin S.; Tangirala, Raghuram S.; Gundla, Rambabu; Addepally, Uma; Murthy, Y. L. N.; Velide, Lakshmi; Sen, Subhabrata published the artcile< Synthesis of privileged scaffolds by using diversity-oriented synthesis>, Name: Methyl 2-(2-nitrophenyl)acetate, the main research area is pyrrolidine indoline cyclotryptamine preparation anticancer antibacterial; spiro indoline preparation anticancer antibacterial.

An elegant reagent-controlled strategy has been developed for the generation of a diverse range of biol. active scaffolds from a chiral bicyclic lactam. Reduction of the chiral lactam with LAH or alkylation with LHMDS to trigger different cyclization reactions have been shown to generate privileged scaffolds, such as pyrrolidines, indolines, and cyclotryptamines. Their amenability to substitution allows us to create various compound libraries by using these scaffolds. In silico studies were used to estimate the drug-like properties of these compounds Selected compounds were subjected to anticancer screening by using three different cell lines. In addition, all these compounds were subjected to antibacterial screening to gauge the spectrum of biol. activity that was conferred by our DOS methodol. Gratifyingly, with no addnl. iterative cycles, our method directly generated anticancer compounds with potency at low nanomolar concentrations, as represented by spiroindoline I.

Chemistry – An Asian Journal published new progress about Antibacterial agents. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Name: Methyl 2-(2-nitrophenyl)acetate.

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

Zhu, Jie S.; Son, Jung-Ho; Teuthorn, Andrew P.; Haddadin, Makhluf J.; Kurth, Mark J.; Tantillo, Dean J. published the artcile< Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis-Beirut Reaction>, Formula: C9H9NO4, the main research area is interrupted Davis Beirut reaction anthranil preparation.

The discovery of a new variation on the Davis-Beirut reaction is described in which an atypical heterocyclic framework (the anthranil or benzo[c]isoxazole framework) is formed as the result of diversion of a key reactive intermediate away from its expected reactivity – a potentially general approach to reaction design and development. Exptl. and computational support for the proposed mechanism and origins of altered reactivity are described.

Journal of Organic Chemistry published new progress about Aromatic nitro compounds Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Formula: C9H9NO4.

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

Nagano, Masanobu; Tanaka, Masakazu; Doi, Mitsunobu; Demizu, Yosuke; Kurihara, Masaaki; Suemune, Hiroshi published the artcile< Helical-Screw Directions of Diastereoisomeric Cyclic α-Amino Acid Oligomers>, HPLC of Formula: 617-55-0, the main research area is oligomer cyclic amino acid diastereomer preparation helical secondary structure.

Two series of homooligomers composed of diastereoisomeric cyclic α-amino acids having two chiral centers at the α-carbon and the side chain were synthesized, and their preferred secondary structures were studied in solution and in the crystal state. The oligomers are a new class of helical-foldamers possessing two kinds of chiral centers on the helical backbone and at the lateral surface of the helix.

Organic Letters published new progress about Crystal structure. 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