(Z)-(S)-6-Benzyloxy-2-[((R)-2-methoxy-propionyl)-((S)-1-phenyl-ethyl)-amino]-hex-4-enoic acid methyl ester | 178117-11-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-(S)-6-Benzyloxy-2-[((R)-2-methoxy-propionyl)-((S)-1-phenyl-ethyl)-amino]-hex-4-enoic acid methyl ester
• 英文别名: methyl (Z,2S)-2-[[(2R)-2-methoxypropanoyl]-[(1S)-1-phenylethyl]amino]-6-phenylmethoxyhex-4-enoate
• CAS: 178117-11-8
• 化学式: C₂₆H₃₃NO₅
• 分子量: 439.552
• InChiKey: DQCIMQKOMLOOAY-WIZRBDLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-(S)-6-Benzyloxy-2-[((R)-2-methoxy-propionyl)-((S)-1-phenyl-ethyl)-amino]-hex-4-enoic acid methyl ester 在 palladium dihydroxide sodium hydroxide 、 氢气 、 碘 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 175.0h， 生成 (4S,5R)-4-羟基-5-(羟基甲基)-L-脯氨酸
  参考文献：
  名称：

  An improved procedure for the enantioselective synthesis of (+)- and (−)-cis-4-hydroxyprolines and bulgecinines

  摘要：

  An efficient enantioselective synthesis of both the enantiomers of cis-4-hydroxy-proline and bulgecinine was accomplished starting from synthons 1 or 1'. The improved synthetic route to the aforesaid enantiomerically pure proline derivatives was established via a stereocontrolled double iodocyclization of 3(a,b) or 3'(a,b) Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00150-4
• 作为产物：
  描述：

  (3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione 、 碘甲烷 在 sodium hydroxide 、 sodium hydride 作用下， 生成 (Z)-(S)-6-Benzyloxy-2-[((R)-2-methoxy-propionyl)-((S)-1-phenyl-ethyl)-amino]-hex-4-enoic acid methyl ester
  参考文献：
  名称：

  An improved procedure for the enantioselective synthesis of (+)- and (−)-cis-4-hydroxyprolines and bulgecinines

  摘要：

  An efficient enantioselective synthesis of both the enantiomers of cis-4-hydroxy-proline and bulgecinine was accomplished starting from synthons 1 or 1'. The improved synthetic route to the aforesaid enantiomerically pure proline derivatives was established via a stereocontrolled double iodocyclization of 3(a,b) or 3'(a,b) Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00150-4

文献信息

• An improved procedure for the enantioselective synthesis of (+)- and (−)-cis-4-hydroxyprolines and bulgecinines
  作者：Lucia Graziani、Gianni Porzi、Sergio Sandri

  DOI：10.1016/0957-4166(96)00150-4

  日期：1996.5

  An efficient enantioselective synthesis of both the enantiomers of cis-4-hydroxy-proline and bulgecinine was accomplished starting from synthons 1 or 1'. The improved synthetic route to the aforesaid enantiomerically pure proline derivatives was established via a stereocontrolled double iodocyclization of 3(a,b) or 3'(a,b) Copyright (C) 1996 Elsevier Science Ltd