7'-bromo-N-carbobenzyloxy-D-tryptophan tert-butyl ester

• 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: 7'-bromo-N-carbobenzyloxy-D-tryptophan tert-butyl ester
• 英文别名: tert-butyl (2R)-3-(7-bromo-1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoate
• 化学式: C₂₃H₂₅BrN₂O₄
• 分子量: 473.366
• InChiKey: PGGCNCSAPIIQQU-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-溴-D-色氨酸 在 苄基三乙基氯化铵 、 sodium carbonate 、 potassium carbonate 作用下， 以 乙醚 、 N,N-二甲基乙酰胺 为溶剂， 反应 25.0h， 生成 7'-bromo-N-carbobenzyloxy-D-tryptophan tert-butyl ester
  参考文献：
  名称：

  Convenient synthesis of 7′ and 6′-bromo-d-tryptophan and their derivatives by enzymatic optical resolution using d-aminoacylase

  摘要：

  Compounds 7' and 61-bromo-D-tryptophan (1 and 2) which are important derivatives for the synthesis of the chloropeptin and kistamycin A, respectively, were conveniently synthesized by optical resolution from N-acetyl-7' and 6-bromo-DL-tryptophan ((RS)-5 and (RS)-14) using D-aminoacylase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00909-2

文献信息

• Convenient synthesis of 7′ and 6′-bromo-d-tryptophan and their derivatives by enzymatic optical resolution using d-aminoacylase
  作者：Yaeko Konda-Yamada、Chiharu Okada、Kiminari Yoshida、Yasuyuki Umeda、Shiho Arima、Noriko Sato、Toshitsugu Kai、Hiroaki Takayanagi、Yoshihiro Harigaya

  DOI：10.1016/s0040-4020(02)00909-2

  日期：2002.9

  Compounds 7' and 61-bromo-D-tryptophan (1 and 2) which are important derivatives for the synthesis of the chloropeptin and kistamycin A, respectively, were conveniently synthesized by optical resolution from N-acetyl-7' and 6-bromo-DL-tryptophan ((RS)-5 and (RS)-14) using D-aminoacylase. (C) 2002 Elsevier Science Ltd. All rights reserved.