{(S)-1-[(R)-1-((S)-1-tert-Butylcarbamoyl-2-cyclohexyl-ethyl)-3-hydroxy-piperidin-3-yl]-2-phenyl-ethyl}-carbamic acid 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: {(S)-1-[(R)-1-((S)-1-tert-Butylcarbamoyl-2-cyclohexyl-ethyl)-3-hydroxy-piperidin-3-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• 英文别名: 2-((3R)-3-{(1S)-1-[(tert-Butoxy)carbonylamino]-2-phenylethyl}-3-hydroxypiperidyl)(2S)-N-(tert-butyl)-3-cyclohexylpropanamide；tert-butyl N-[(1S)-1-[(3R)-1-[(2S)-1-(tert-butylamino)-3-cyclohexyl-1-oxopropan-2-yl]-3-hydroxypiperidin-3-yl]-2-phenylethyl]carbamate
• 化学式: C₃₁H₅₁N₃O₄
• 分子量: 529.764
• InChiKey: FZLZBVSWEAAWAB-ZBKIVJSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  90.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [(1S,2R)-1-Benzyl-2-hydroxy-2-(2-methyl-propenyl)-hex-5-enyl]-carbamic acid tert-butyl ester 在 sodium cyanoborohydride 、 臭氧 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 生成 {(S)-1-[(R)-1-((S)-1-tert-Butylcarbamoyl-2-cyclohexyl-ethyl)-3-hydroxy-piperidin-3-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A convergent synthesis of novel conformationally restricted HIV-1 protease inhibitors

  摘要：

  Conformationally restricted HIV-1 protease inhibitors containing the transition state hydroxyl group in pyrrolidine or piperidine ring systems were synthesized stereoselectively utilizing the inherent stereochemistry of an amino acid derivative. A convergent double reductive amination strategy was used to construct the heterocyclic rings.

  DOI：

  10.1016/s0040-4039(00)77051-1

文献信息

• US5512560A
  申请人：——

  公开号：US5512560A

  公开（公告）日：1996-04-30
• A convergent synthesis of novel conformationally restricted HIV-1 protease inhibitors
  作者：B.Moon Kim、James P. Guare、Colleen M. Hanifin、Deborah J. Arford-Bickerstaff、Joseph P. Vacca、Richard G. Ball

  DOI：10.1016/s0040-4039(00)77051-1

  日期：1994.7

  Conformationally restricted HIV-1 protease inhibitors containing the transition state hydroxyl group in pyrrolidine or piperidine ring systems were synthesized stereoselectively utilizing the inherent stereochemistry of an amino acid derivative. A convergent double reductive amination strategy was used to construct the heterocyclic rings.