Tag: M.W=150-200

Vereshchagin, Anatoly N.; Iliyasov, Taygib M.; Karpenko, Kirill A.; Smirnov, Vladimir A.; Ushakov, Ivan E.; Elinson, Michail N. published the artcile< Highly diastereoselective four-component synthesis of polysubstituted 1,4,5,6-tetrahydropyridines>, Electric Literature of 94-02-0, the main research area is tetrahydropyridine preparation diastereoselective; benzylidenemalononitrile oxocarboxylic acid aromatic aldehyde multicomponent heterocyclization ammonium acetate.

A novel four-component diastereoselective synthesis of polysubstituted tetrahydropyridines (4SR,6RS)-I (R = H, 3-F, 4-Me, 4-Cl, etc.; R1 = Me, Et, Ph, 4-bromophenyl; R2 = Me, Et) is reported. The Michael addition – Mannich reaction – cyclization – dehydration cascade of benzylidenemalononitriles RC6H4CH=C(CN)2, esters of 3-oxocarboxylic acids R1C(O)CH2C(O)OR2, aromatic aldehydes RC6H4CHO, and ammonium acetate in methanol provides convenient access to 2-substituted alkyl (4SR,6RS)-4,6-diaryl-5,5-dicyano-1,4,5,6-tetrahydropyridine- 3-carboxylates (4SR,6RS)-I with two stereocenters in 66-92% yields. The formation of products was highly stereoselective, with only one diastereomer formed. Ammonium acetate plays dual role acting as a base and as a nitrogen source. The formation of single diastereomer was confirmed by singe crystal X-ray diffraction studies.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Electric Literature of 94-02-0.

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

Nakatani, Shingo; Ikura, Masahiro; Yamamoto, Shingo; Nishita, Yoshitaka; Itadani, Satoshi; Habashita, Hiromu; Sugiura, Tsuneyuki; Ogawa, Koji; Ohno, Hiroyuki; Takahashi, Kanji; Nakai, Hisao; Toda, Masaaki published the artcile< Design and synthesis of novel metalloproteinase inhibitors>, Electric Literature of 617-55-0, the main research area is benzoyl aminobutyrate hydroxamate preparation metalloproteinase inhibitor SAR.

A series of N-benzoyl 4-aminobutyric acid hydroxamate analogs were synthesized and evaluated as matrix metalloproteinase inhibitors. Synthetic work was focused on the chem. modification of the 4-aminobutyric acid part using easily available starting materials. As such, chem. modification was carried out using com. available starting materials such as 4-aminobutyric acid, (+)- and (-)-malic acid, and D- and L-glutamic acid derivatives Among the compounds tested, N-[4-(benzofuran-2-yl)benzoyl] 4-amino-4S-hydroxymethylbutyric acid hydroxamates derived from L-glutamic acid demonstrated more potent inhibitory activity against MMP-2 and MMP-9 compared with the corresponding 2S-hydroxy analogs or 3S-hydroxy analogs, resp., which were derived from (-)-malic acid. Structure-activity relationship study is presented.

Bioorganic & Medicinal Chemistry published new progress about Structure-activity relationship. 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

Zhu, Sheng; Lin, Wen-qing; Zhang, Xiao-mei published the artcile< Process improvement on the synthesis of (S)-(+)-3-hydroxytetrahydrofuran>, SDS of cas: 617-55-0, the main research area is process improvement synthesis hydroxy THF preparation; tetrahydrofuranol preparation asym synthesis.

A method for the synthesis of the title compound [i.e., (S)-(+)-3-hydroxytetrahydrofuran] is reported here. Said target compound (overall yield 43.2%, 99.0% enantiomeric excess) was prepared by a synthetic sequence involving the esterification of L-malic acid, reduction and cyclization through intramol. dehydration. The product structure was determined by NMR.

Hecheng Huaxue published new progress about Cyclization. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, SDS of cas: 617-55-0.

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

Salvatore, Ralph N.; Chu, Feixia; Nagle, Advait S.; Kapxhiu, Elona A.; Cross, Richard M.; Jung, Kyung Woon published the artcile< Efficient Cs2CO3-promoted solution and solid phase synthesis of carbonates and carbamates in the presence of TBAI>, Product Details of C6H10O5, the main research area is carbamate carbonate preparation cesium carbonate tetrabutylammonium iodide; solid phase preparation carbamate carbonate; carbon dioxide reaction alc amine alkyl halide.

Novel solution and solid-phase methods for the synthesis of carbonates and carbamates were developed using cesium bases and TBAI via a three-component coupling. Cesium carbonate not only promoted successful carbonylations of alcs. and carbamations of amines, but also suppressed common side reactions traditionally seen using existing protocols. Various alcs. and amines were examined, using a wide array of alkyl halides, and the results demonstrated that this methodol. was highly chemoselective. In particular, use of either sterically demanding substrates or amino acid derivatives afforded the corresponding products exclusively, offering a wide variety of applications such as novel protecting groups and peptidomimetic syntheses.

Tetrahedron published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Product Details of C6H10O5.

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

Kobayashi, Goro; Matsuda, Yoshiro; Natsuki, Reiko published the artcile< Quinolizine derivatives. VI. Synthesis and reaction of 1-cyano-2-methylthio-4H-quinolizin-4-ones>, Synthetic Route of 30095-98-8, the main research area is quinolizinone methylthio; methylthioquinolizinone; cyanomethylthioquinolizinone.

Reaction of æµ?æµ?-bis(methylthio)methylene-2-pyridylacetonitrile (I) and active methylene compounds R2CH2CO2R1 (II) (R1 = Me, Et; R2 = CN, CO2Me, 2-O2NC6H4, etc.) in Me2SO, in the presence of K2CO3, afforded 1-cyano-2-methylthio-4H-quinolizin-4-ones (III) with the corresponding substituent in 3-position. Reaction of some of these 3-substituted compounds with benzylamine produced 2-benzylamino-1-cyano-4H-quinolizin-4-ones. Reduction of 3(2-pyridyl) derivative of III over Raney Ni gave 1-cyano-3-(2-pyridyl)-4H-quinolizin-4-one.

Chemical & Pharmaceutical Bulletin published new progress about Cycloaddition reaction. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Synthetic Route of 30095-98-8.

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

Rawal, Viresh H.; Jones, Robert J.; Cava, Michael P. published the artcile< Photocyclization strategy for the synthesis of antitumor agent CC-1065: synthesis of dideoxy PDE-I and PDE-II. Synthesis of thiophene and furan analogs of dideoxy PDE-I and PDE-II>, Application of C8H9NO3, the main research area is CC 1065 intermediate; benzodipyrrole; thienoindole; furoindole.

The title compounds I (X = NH, R = NH2, Me) and their analogs I (X = O, S) were prepared by Wittig reaction of 2-pyrrolylmethyltriphenylphosphonium iodides with the aldehydes II, followed by photochem. ring closure. The cyclization products were easily converted to I.

Journal of Organic Chemistry published new progress about 7126-50-3. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, Application of C8H9NO3.

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

Madry, Tomasz; Czapik, Agnieszka; Kwit, Marcin published the artcile< Optical Activity and Helicity Enhancement of Highly Sensitive Dinaphthylmethane-Based Stereodynamic Probes for Secondary Alcohols>, Quality Control of 617-55-0, the main research area is optical activity helicity enhancement dinaphthylmethane stereodynamic probe secondary alc.

The chirality transfer from CD-silent secondary alc. (inductor) to the stereodynamic bichromophoric di(1-naphthyl)methane probe (reporter) led to the generation of intense induced exciton-type Cotton effects in the UV/VIS absorption region. The di(1-naphthyl)methane probe exhibits extraordinarily high sensitivity to even small structural variations of the alc. skeleton, i.e., the probe is able to distinguish between an oxygen atom and a methylene group in a 3-hydroxytetrahydrofurane skeleton. Signs and amplitudes of the exciton couplets of 1Bb electronic transition might be correlated with the type of stereo differentiating parts of the mol., flanking the stereogenic center, however, not with the absolute configuration. The origin of the induced Cotton effects was established by means of exptl. and theor. methods. As a result, a mechanism of chirality transfer from permanent stereogenic center to the bichromophore is proposed.

ACS Omega published new progress about Bond angle, dihedral. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Quality Control of 617-55-0.

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

Lowe, Gordon; Potter, Barry V. L. published the artcile< Synthesis, absolute configuration, and circular dichroism of the enantiomers of fluorosuccinic acid>, Reference of 617-55-0, the main research area is malate ester stereospecific fluorination; fluorosuccinate configuration CD; succinate fluoro configuration CD; asym preparation fluorosuccinate.

D-labeling showed that fluorination of (2S)- and (2R)-MeO2CCH(OH)CH2CO2Me with Et2NSF3 (CHCl3, 0éŽ?ambient temperature) occurred stereospecifically with inversion of configuration to give (2R)- and (2S)-MeO2CCHFCH2CO2Me, resp., (I, II, resp.). The CD spectra of I and II and the corresponding acids, obtained by acid hydrolysis, were ‘anomalous’, showing that the previously determined (Harper, D. B., Blakeley, E. R.; 1971) absolute configuration of (+)-HO2CCHFCH2CO2H obtained from Pseudomonal is incorrect.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Circular dichroism. 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

Qiu, You-Chun; Zhang, Fu-Li; Zhang, Chun-Nian published the artcile< A practical and efficient procedure for reduction of carboxylic acids and their derivatives: use of KBH4-MgCl2>, Category: esters-buliding-blocks, the main research area is carboxylic acid ester anhydride imide reduction borohydride magnesium chloride.

The use of KBH4-MgCl2 to reduce carboxylic acids and their derivatives to the corresponding alcs. or the resp. reduced products is described. Me (S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate used as a reference substrate was reduced with KBH4 and MgCl2 in 1:1 mol ratio to 80 % (S)-1,2-O-isopropylidene-1,2,4-butanetriol. KBH4-LiCl gave higher yields but LiCl is more expensive than MgCl2.

Tetrahedron Letters published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Category: esters-buliding-blocks.

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

Chan, Chieh-Kai; Lai, Chien-Yu; Wang, Cheng-Chung published the artcile< Environmentally Friendly Nafion-Mediated Friedlander Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones>, Formula: C11H12O3, the main research area is quinoline preparation green chem microwave irradiation; aminobenzophenone carbonyl synthon Friedlander reaction Nafion catalyst; quinolinyl chalcone preparation green chem microwave irradiation diastereoselective; benzaldehyde aminobenzophenone carbonyl synthon Friedlander reaction Nafion catalyst.

An efficient and eco-friendly synthetic route for Friedlander quinoline synthesis of polysubstituted quinolines e.g., I is described. This green chem. method starts from various 2-aminobenzophenones 2-NH2-5-R-6-R1-C6H2C(O)(R2) (R = H, Cl, Me, Ph, etc.; R1 = H; RR1 = -CH=CH-CH=CH-; R2 = H, Me, Ph, 2-chlorophenyl, etc.) and mono- or dicarbonyl synthons such as acetylacetone, cyclohexanone, 1,2-diphenylethan-1-one, etc. and uses reusable Nafion NR 50 material as a solid catalyst in ethanol under microwave irradiation The protocol has a high generality of functional groups and provides the desired quinolines e.g., I in good to excellent yields. Some structures were confirmed by single-crystal X-ray diffraction anal.

Synthesis published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Formula: C11H12O3.

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