(2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(R)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester | 679827-82-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(R)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester
• CAS: 679827-82-8
• 化学式: C₆₆H₇₃Cl₂N₃O₁₁Si₂
• 分子量: 1211.4
• InChiKey: LUXKRPJKHWWWIQ-VUDORBROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.23
• 重原子数：
  84.0
• 可旋转键数：
  25.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  171.19
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(R)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester 在 氯化铵 、 锌 作用下， 以 乙醇 为溶剂， 生成 (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(R)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-2-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis of the proposed structure and revision of stereochemistry of kaitocephalin

  摘要：

  A stereoselective total synthesis of the proposed structure of kaitocephalin (1) was accomplished starting from L-proline and D- and L-serines. How ever, its H-1 NMR spectral data and retention time oil HPLC were not identical with those of authentic natural kaitocephalin. The revised stereochemistry of natural kaitocephalin. (2R)-isomer (16), was inferred from further experiments employing diastereomers and model compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02254-7
• 作为产物：
  描述：

  (R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-pyrrolidine-2-carboxylic acid benzyl ester 在 copper(l) iodide 、 过氧化脲素 、 甲基三氧化铼(VII) 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(R)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis of the proposed structure and revision of stereochemistry of kaitocephalin

  摘要：

  A stereoselective total synthesis of the proposed structure of kaitocephalin (1) was accomplished starting from L-proline and D- and L-serines. How ever, its H-1 NMR spectral data and retention time oil HPLC were not identical with those of authentic natural kaitocephalin. The revised stereochemistry of natural kaitocephalin. (2R)-isomer (16), was inferred from further experiments employing diastereomers and model compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02254-7