((S)-1-{(4S,5S)-4-Benzyl-5-[(4S,5S)-5-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-4-hydroxy-2-methylene-6-phenyl-hexyl]-2,2-dimethyl-oxazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester | 178427-90-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: ((S)-1-{(4S,5S)-4-Benzyl-5-[(4S,5S)-5-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-4-hydroxy-2-methylene-6-phenyl-hexyl]-2,2-dimethyl-oxazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester
• CAS: 178427-90-2
• 化学式: C₄₅H₆₈N₄O₈
• 分子量: 793.057
• InChiKey: IGKDIXFMMRDFIM-JPRYDEJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.08
• 重原子数：
  57.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  155.53
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ((S)-1-{(4S,5S)-4-Benzyl-5-[(4S,5S)-5-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-4-hydroxy-2-methylene-6-phenyl-hexyl]-2,2-dimethyl-oxazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester 在 二甲基硫 、 boron trifluoride diacetate 、 4-甲基苯磺酸吡啶 、 臭氧 作用下， 反应 36.0h， 生成 {(S)-1-[(1S,2S,6S,7S)-1-Benzyl-7-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2,6-dihydroxy-4-oxo-8-phenyl-octylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  CrCl2 Mediated addition of allylic halides or phosphates to N-protected α-amino aldehydes. Stereocontrolled synthesis of a new core for C2 symmetric HIV-protease inhibitors

  摘要：

  The addition of gamma-monosubstituted allylchromium(lll) reagents to N-protected alpha-amino aldehydes proceeds in a stereoconvergent manner in contrast with the case of the unsubstituted reagents, where the stereoselectivity depends on the nature of the group bonded to the nitrogen. The chromium(III) reagent derived from 3-chloromethyl-2-trimethylsilyl-1-propene was used to prepare a C-2 symmetric HIV-protease inhibitor. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00258-x
• 作为产物：
  描述：

  [(S)-1-((1S,2S)-1-Benzyl-2-hydroxy-4-trimethylsilanylmethyl-pent-4-enylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester 在 chromium dichloride 、 溴 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 30.0h， 生成 ((S)-1-{(4S,5S)-4-Benzyl-5-[(4S,5S)-5-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-4-hydroxy-2-methylene-6-phenyl-hexyl]-2,2-dimethyl-oxazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  CrCl2 Mediated addition of allylic halides or phosphates to N-protected α-amino aldehydes. Stereocontrolled synthesis of a new core for C2 symmetric HIV-protease inhibitors

  摘要：

  The addition of gamma-monosubstituted allylchromium(lll) reagents to N-protected alpha-amino aldehydes proceeds in a stereoconvergent manner in contrast with the case of the unsubstituted reagents, where the stereoselectivity depends on the nature of the group bonded to the nitrogen. The chromium(III) reagent derived from 3-chloromethyl-2-trimethylsilyl-1-propene was used to prepare a C-2 symmetric HIV-protease inhibitor. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00258-x