(R)-2-Benzyloxycarbonylamino-3-(hydroxy-phenyl-methyl)-succinic acid 1-tert-butyl ester | 193156-33-1

• 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: (R)-2-Benzyloxycarbonylamino-3-(hydroxy-phenyl-methyl)-succinic acid 1-tert-butyl ester
• CAS: 193156-33-1
• 化学式: C₂₃H₂₇NO₇
• 分子量: 429.47
• InChiKey: JWDFZQSNDPPSLK-JLAWEPINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  122.16
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-2-Benzyloxycarbonylamino-3-(hydroxy-phenyl-methyl)-succinic acid 1-tert-butyl ester 在 碘代三甲硅烷 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 生成
  参考文献：
  名称：

  Synthesis of tripeptide inhibitors of peptidylglycine α-amidating monooxygenase (PAM) containing D- and L-styrylglycine

  摘要：

  Both enantiomers of (E)- and (Z)-2-amino-4-phenyl-3-butenoic acids (styrylglycines) 11a,b and 12a,b, were synthesised in non-racemic form, in 7 steps starting from either- or L-aspartic acid. (E)-Styrylglycine 11a was converted to the tripeptide D-Phe-L-Phr-D-styrylglycine 15, and also to three diastereomeric tripeptides 16-18. All four tripeptides, and both enantiomers of N-acetylstyryl-glycine 13a and 13b, were tested as inhibitors of peptidylglycine alpha-amidating monooxygenase (PAM). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00520-6
• 作为产物：
  描述：

  (R)-2-Benzyloxycarbonylamino-3-(hydroxy-phenyl-methyl)-succinic acid 4-allyl ester 1-tert-butyl ester 在 四氢吡咯 、 四(三苯基膦)钯 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以64%的产率得到(R)-2-Benzyloxycarbonylamino-3-(hydroxy-phenyl-methyl)-succinic acid 1-tert-butyl ester
  参考文献：
  名称：

  Synthesis of tripeptide inhibitors of peptidylglycine α-amidating monooxygenase (PAM) containing D- and L-styrylglycine

  摘要：

  Both enantiomers of (E)- and (Z)-2-amino-4-phenyl-3-butenoic acids (styrylglycines) 11a,b and 12a,b, were synthesised in non-racemic form, in 7 steps starting from either- or L-aspartic acid. (E)-Styrylglycine 11a was converted to the tripeptide D-Phe-L-Phr-D-styrylglycine 15, and also to three diastereomeric tripeptides 16-18. All four tripeptides, and both enantiomers of N-acetylstyryl-glycine 13a and 13b, were tested as inhibitors of peptidylglycine alpha-amidating monooxygenase (PAM). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00520-6