CAS: 118758-48-8; (2S,3R)-3-Phenylpyrrolidine-2-Carboxylic Acid

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51212-37-4 118758-49-9 3005-68-3

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上下游产品

(2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid (E)-3-phenylpropenal 4S,5S-1-t-butoxycarbonyl-5-t-butyldiphenylsiloxymethyl-4-phenylpyrrolidine-2-one tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate (2S,3R)-3-Cyclohexyl-pyrrolidine-2-carboxylic acid (2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid (2S,3R)-3-phenyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (S)-3-((S)-2-acetamido-3-methylbutanamido)-4-(((S)-1-((2S,3R)-2-(((3S)-2-hydroxy-5-oxotetrahydrofuran-3-yl)carbamoyl)-3-phenylpyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutanoic acid

合成工艺路线路线简述

  • 合成目标产物 (2S,3R)-3-Phenylpyrrolidine-2-Carboxylic Acid 主要起始原料 1,2-Pyrrolidinedicarboxylic Acid, 3-Phenyl-, 1-(1,1-Dimethylethyl) Ester, (2S,3R)-
  • (文献来源)合成步骤主要原料 1,2-Pyrrolidinedicarboxylic Acid, 3-Phenyl-, 1-(1,1-Dimethylethyl) Ester, (2S,3R)-
📜(3R)-N-Tert-Butyloxycarbonyl-3-Phenyl-L-Proline Methyl Ester置于盐酸,Ammonium Hydroxide,Dowex 50Wx8体系中,用 水 用作溶剂,化学反应 3.0H,以70%的收率获得3-苯基-L-脯氨酸
参考文献:使用迈克尔加成反应合成不蛋白原氨基酸的不饱和原焦谷氨酸衍生物
标题:使用迈克尔加成反应合成不蛋白原氨基酸的不饱和原焦谷氨酸衍生物
摘要:描述了通过将michael加成3,4-Didehydropyropyglutamate衍生物(其中羧基官能团被保护为2,7,8-三氧双环[3.2.1]辛烷(abo酯))的立体选择性合成非蛋白质氨基酸的方法.所获得的3-取代的焦谷氨酸abo酯通过酸性水解直接转化为3-取代的谷氨酸,如绿豆蔻,而内酰胺羰基的化学选择性还原获得了3-取代的脯氨酸衍生物.还描述了巴氯芬(一种γ-氨基丁酸(gaba)类似物)的正式全合成.
Doi:10.1016/j.Tet.2008.10.092

海关参考信息

专利信息


专利号:US-5880295-A
优先权日:1994-02-16
标 题 :Process for the preparation of diamine intermediates useful in the synthesis of HIV protease inhibitors
发明人:KALTENBACH III ROBERT FRANK
权利人:DU PONT PHARM CO
摘要:The present invention provides a process for the preparation of compounds of formula (V) below, and analogs thereof, which are useful as intermediates for the synthesis of HIV protease inhibitors, including cyclic ureas. ##STR1##

专利号:US-6022977-A
优先权日:1997-03-26
标 题 :Dynamic resolution of isoxazoline thioesters to isoxazoline carboxylic acids
发明人:ZHANG LIN-HUA; ANZALONE LUIGI; PESTI JAAN A; YIN JIANGUO
权利人:DU PONT PHARM CO
摘要:The present invention relates generally to a novel method for preparation of substituted isoxazolin-5-yl acetic acid in high optical purity from a stereoisomeric mixture of an esterified substituted isoxazolin-5-yl acetate. The products are useful in the synthesis of compounds for pharmaceuticals, especially the treatment of thrombolytic disorders, and agricultural products.

专利号:US-6350882-B1
优先权日:1999-05-21
标题:Synthesis of substituted prolines
发明人:EMERSON KHATEETA; HO GUO-JIE
权利人:MERCK & CO INC
摘要:The instant invention is directed to a process for synthesizing substituted prolines, in particular, optically pure substituted prolines, which comprises the steps of:a) adding an unsubstituted or substituted proline alkali salt and an alkali halide to a solution of dialkylacylamidomalonate; andb) adding alpha, beta unsaturated aldehyde to produce an adduct.

专利号:US-9200299-B2
优先权日:2007-05-22
标 题:Genetically engineered cell encoding ole amino acid motifs in a carbon source producing aliphatic ketones or olefins
发明人:FRIEDMAN LISA; DA COSTA BERNARDO
权利人:FRIEDMAN LISA; DA COSTA BERNARDO; REG LIFE SCIENCES LLC
摘要:The invention provides isolated nucleic acids and isolated polypeptides involved in the synthesis of hydrocarbons and hydrocarbon intermediates. Homologs of, conservative variants of, and sequences having at least about 35% sequence identity with nucleic acids involved in the synthesis of hydrocarbons and hydrocarbon intermediates are also provided. The invention further provides methods for producing an aliphatic ketone or a hydrocarbon, as well as a method for identifying an enzyme useful for the production of hydrocarbons.

专利号:US-5559252-A
优先权日:1994-02-16
标题 :Process for the preparation of diamine intermediates useful in the synthesis of HIV protease inhibitors

专利号:US-5506355-A
优先权日:1993-02-26
标 题:Method for preparing cyclic sulfamides and their use for the synthesis of HIV protease inhibitors

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合成参考文献


参考文献:10.1023/a:1013090619703
摘要:Kochetkov KA, Harutyunyan SR, Kuz"mina NA, Savel"eva TF, Maleev VI, Peregudov AS, Vyskočil S, Sagiyan AS. Asymmetric Michael reaction of diethyl malonate with crotonaldehyde catalyzed by chiral aminocarboxylates, amino alcoholates, and amino phenolates. Russian Chemical Bulletin. 2001 Sep;50(9):1620–4. doi: 10.1023/a:1013090619703.
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