烯丙基3-苯基环氧乙烷-2-羧酸酯 | 15817-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 烯丙基3-苯基环氧乙烷-2-羧酸酯
• 英文名称: 3-phenyl-oxiranecarboxylic acid allyl ester
• 英文别名: allyl 3-phenyloxirane-2-carboxylate；prop-2-enyl 3-phenyloxirane-2-carboxylate
• CAS: 15817-15-9
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: GOGSOMHYWHWPJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

文献信息

• [EN] PROCESS FOR THE PREPARATION OF (2R, 3R)-2-HYDROXY-3-AMINO-3-ARYL-PROPIONAMIDE AND (2R, 3R)-2-HYDROXY-3-AMINO-3-ARYL-PROPIONIC ACID ALKYL ESTER<br/>[FR] PROCEDE POUR PREPARER DU (2R, 3R)-2-HYDROXY-3-AMINO-3-ARYL-PROPIONAMIDE ET UN ESTER D'ALKYLE D'ACIDE (2R, 3R)-2-HYDROXY-3-AMINO-3-ARYL-PROPIONIQUE
  申请人：DSM IP ASSETS BV

  公开号：WO2006008170A1

  公开（公告）日：2006-01-26

  The invention relates to a novel compound (2R, 3R)-2 -hydroxy-3­amino-3-aryl-propionamide according to formula (1), wherein aryl A represents a substituted or unsubstituted aromatic ring, and to a process for the preparation of said compound of formula (1), wherein a reaction mixture comprising the two enantiomers (2R,3S) and (2S,3R) of trans-3-aryl glycidic acid alkyl ester and the two enantiomers (2R,3R) and (2S,3S) of cis-3-aryl glycidic acid alkyl ester, said mixture being enantiomerically and diastereomerically enriched in the (2R,3S)-trans-3-arylglycidic acid alkyl ester, is reacted with ammonia. The invention further relates to a process for the preparation of (2R,3R)-2-hydroxy-3 amino-3-aryl-propionic alkyl ester.

  本发明涉及一种新型化合物(2R,3R)-2-羟基-3-氨基-3-芳基-丙酰胺，其化学式为(1)，其中芳基A代表取代或未取代的芳环，并且涉及一种制备上述化合物的方法，其中反应混合物包括两个对映异构体(2R,3S)和(2S,3R)的反式-3-芳基环氧乙酸烷基酯和两个对映异构体(2R,3R)和(2S,3S)的顺式-3-芳基环氧乙酸烷基酯，该混合物在对(2R,3S)-反式-3-芳基环氧乙酸烷基酯进行对映异构和对映异构富集后，与氨反应制备。本发明还涉及一种制备(2R,3R)-2-羟基-3-氨基-3-芳基-丙酸烷基酯的方法。
• PROCESS FOR THE PREPARATION OF (2R, 3R)-2-HYDROXY-3-AMINO-3-ARYL-PROPIONAMIDE AND (2R, 3R)-2-HYDROXY-3-AMINO-3-ARYL-PROPIONIC ACID ALKYL ESTER
  申请人：DSM IP Assets B.V.

  公开号：EP1831150A1

  公开（公告）日：2007-09-12
• Process For the Preparation of (2R,3R)-2-Hydroxy-3-Amino-3-Aryl-Propionamide and (2R,3R)-2-Hydroxy-3-Amino-3-Aryl-Propionic Acid Alkyl Ester
  申请人：Kuilman Thijs

  公开号：US20080249310A1

  公开（公告）日：2008-10-09

  The invention relates to a novel compound (2R,3R)-2-hydroxy-3-amino-3-aryl-propionamide according to formula (1), wherein aryl A represents a substituted or unsubstituted aromatic ring, and to a process for the preparation of said compound of formula (1), wherein a reaction mixture comprising the two enantiomers (2R,3S) and (2S,3R) of trans-3-aryl glycidic acid alkyl ester and the two enantiomers (2R,3R) and (2S,3S) of cis-3-aryl glycidic acid alkyl ester, said mixture being enantiomerically and diastereomerically enriched in the (2R,3S)-trans-3-arylglycidic acid alkyl ester, is reacted with ammonia. The invention further relates to a process for the preparation of (2R,3R)-2-hydroxy-3 amino-3-aryl-propionic alkyl ester.
• [EN] ENZYMATIC RESOLUTION OF (±) METHYL TRANS-3-PHENYL GLYCIDATE<br/>[FR] RESOLUTION ENZYMATIQUE DE (+/-) METHYL TRANS-3-PHENYL GLYCIDATE
  申请人：SHASUN CHEMICALS AND DRUGS LTD

  公开号：WO2004087932A2

  公开（公告）日：2004-10-14

  The present invention relates to a method for preparing (2S,3R) alkyl trans-3-phenylglycidate or (2R,3S) methyl trans-3-phenylglycidate comprising:- enzymatic resolution by trans-esterification of ± methyl trans-3-phenylglycidate with enantiomeric excess using lipozyme in the presence of a transesterification agent and an organic solvent to obtain (2R,3S) methyl trans-3-phenylglycidate and (2S,3R) alkyl trans-3-phenylglycidate and- isolating (2S,3R) alkyl trans-3-phenylglycidate from (2R,3S) methyl trans-3-phenylglycidate