65645-88-7Relevant academic research and scientific papers
Method for synthesizing chiral alpha-hydroxy amide by catalyzing prochiral alpha-keto-amide
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Paragraph 0097; 0098; 0099, (2017/12/28)
The invention provides a novel method for preparing chiral alpha-hydroxy amide through asymmetric hydrogenation of pro-chiral alpha-keto-amide using a novel tridentate nitrogen phosphine ligand to prepare a series of chiral alpha-hydroxy amide compounds.
Enantioselective Iridium-Catalyzed Hydrogenation of α-Keto Amides to α-Hydroxy Amides
Gu, Guoxian,Yang, Tilong,Yu, Ouran,Qian, Hua,Wang, Jiang,Wen, Jialin,Dang, Li,Zhang, Xumu
, p. 5920 - 5923 (2017/11/10)
A highly enantioselective iridium-catalyzed hydrogenation of α-keto amides to form α-hydroxy amides has been achieved with excellent results (up to >99% conversion and up to >99% ee, TON up to 100?000). As an example, this protocol was applied to the synthesis of (S)-4-(2-amino-1-hydroxyethyl)benzene-1,2-diol, the enantiomer of norepinephrine, which is widely used as an injectable drug for the treatment of critically low blood pressure. Density functional theory (DFT) calculations were also carried out to reveal the reaction mechanism.
Selective α-Oxyamination and Hydroxylation of Aliphatic Amides
Li, Xinwei,Lin, Fengguirong,Huang, Kaimeng,Wei, Jialiang,Li, Xinyao,Wang, Xiaoyang,Geng, Xiaoyu,Jiao, Ning
, p. 12307 - 12311 (2017/09/11)
Compared to the α-functionalization of aldehydes, ketones, even esters, the direct α-modification of amides is still a challenge because of the low acidity of α-CH groups. The α-functionalization of N?H (primary and secondary) amides, containing both an unactived α-C?H bond and a competitively active N?H bond, remains elusive. Shown herein is the general and efficient oxidative α-oxyamination and hydroxylation of aliphatic amides including secondary N?H amides. This transition-metal-free chemistry with high chemoselectivity provides an efficient approach to α-hydroxy amides. This oxidative protocol significantly enables the selective functionalization of inert α-C?H bonds with the complete preservation of active N?H bond.
The 2 - hydroxy malonic cyanogen synthesis method of α - hydroxy amide
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Paragraph 0014; 0015; 0016, (2016/10/10)
The invention relates to synthesis of alpha-oxyamide through reaction of 2-hydroxy propylene cyanide as well as corresponding aldehyde or ketone and amine, which mainly solves the problems that the preparation of common alpha-oxyamide has a plurality of reaction steps, the reaction operation is complicated, the reaction cost is high, the post treatment is a trouble, and the like. According to the method, 2-hydroxy propylene cyanide as well as corresponding aldehyde or ketone and amine are directly mixed, methanol or acetonitrile is taken as the solvent, and the product can be obtained by stirring for 10-120 minutes. The method for synthesizing alpha-oxyamide is safe and efficient.
Ru-catalyzed highly enantioselective hydrogenation of α-keto Weinreb amides
Zhao, Meng Meng,Li, Wan Fang,Ma, Xin,Fan, Wei Zheng,Tao, Xiao Ming,Li, Xiao Ming,Xie, Xiao Min,Zhang, Zhao Guo
, p. 342 - 348 (2013/07/26)
Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru((S)-Sunphos)(benzene)Cl]Cl as the catalyst and CeCl3· 7H2O as the additive. A series of enantiopure α-hydroxy Weinreb amides (up to 97% ee) have been obtained. Catalytic amount of CeCl 3·7H2O is essential for the high reactivity and enantioselectivity and the ratio of CeCl3·7H2O to [Ru((S)-Sunphos)(benzene)Cl]Cl plays an important role in the hydrogenation reaction.
Biocatalytic reduction of α-keto amides to (R)-α-hydroxy amides using Candida parapsilosis ATCC 7330
Stella, Selvaraj,Chadha, Anju
, p. 345 - 352 (2013/01/15)
Biocatalytic reduction of primary and secondary α-keto amides was accomplished using whole cells of Candida parapsilosis ATCC 7330. The primary (R)-α-hydroxy amides were obtained in good enantiomeric excess (up to 94%) and conversion (88-99%) as compared to the secondary (R)-α-hydroxy amides.
5,6,7,8-TETRAHYDRO-IMIDAZO[1,5-A]PYRAZINE COMPOUNDS
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Page/Page column 16; 35, (2011/05/08)
The invention relates to 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine derivatives of formula (I) wherein R1, R2, R3, and R4 are as described n the description, to salts, especially pharmaceutically acceptable salts thereof, and to the use of such compounds as medicaments; especially as orexin receptor antagonists.
PROCESS FOR THE PREPARATION OF AN ENANTIOMERIC TRISUBSTITUTED 3,4-DIHYDRO-ISOQUINOLINE DERIVATIVE
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Page/Page column 4; 9, (2010/12/29)
The present invention relates to a process for the preparation of the compound of formula (7) which process comprises the hydrogenation of the compound of formula (4) using bis[chloro-1,5-cyclooctadiene-iridium], (S)-i-dicyclohexylphosphino-2-[(S)-α-(dime
TRISUBSTITUTED 3,4-DIHYDRO-1H-ISOQUINOLIN COMPOUND, PROCESS FOR ITS PREPARATION, AND ITS USE
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Page/Page column 9, (2010/02/17)
The present invention relates to the compound of formula 7*acetate (see below), a process for its preparation, and its use
PROCESS FOR THE PREPARATION OF AN ENANTIOMERIC TRISUBSTITUTED 3,4-DIHYDRO-ISOQUINOLINE DERIVATIVE
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Page/Page column 9; 20, (2009/08/14)
The present invention relates to a process for the preparation of the compound of formula (7) which process comprises the hydrogenation of the compound of formula (4) using bis[chloro-1,5-cyclooctadiene-iridium], (S)-i -dicyclohexylphosphino- 2-[(S)-α-(di
