(3S)-3,8-dibenzyl-2,8-diazaspiro[4.5]decan-1-one | 194598-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (3S)-3,8-dibenzyl-2,8-diazaspiro[4.5]decan-1-one
• CAS: 194598-54-4
• 化学式: C₂₂H₂₆N₂O
• 分子量: 334.461
• InChiKey: RCGDOLXLUOGXQR-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3S)-3,8-dibenzyl-2,8-diazaspiro[4.5]decan-1-one 在 盐酸 、 sodium hydride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,4S)-2-benzyl-5-[(2S)-2,8-dibenzyl-4-oxo-3,8-diazaspiro[4.5]decan-3-yl]-4-hydroxy-N-[(1S,2R)-2-hydroxyindan-1-yl]pentanamide
  参考文献：
  名称：

  Novel spirocyclic pyrrolidones as P2/P1 mimetics in potent inhibitors of HIV-1 protease

  摘要：

  We have developed concise and efficient syntheses of novel spirocyclic pyrrolidones 1-3, which involve the alkylation of pyrrolidone precursor 13 with 1.5-dibromopentane, 16 and 15, followed by an in situ lactamization. Conjugates of 1 and 2 with P1'/P2' hydroxy-indanolamine moiety resulted in novel and potent inhibitors of HTV-1 protease 25 and 26. suggesting that 1 and 2 are novel P2/P1 HIV-P1 mimetics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00733-3
• 作为产物：
  描述：

  (S)-3,8-Dibenzyl-1-oxo-2,8-diaza-spiro[4.5]decane-2-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (3S)-3,8-dibenzyl-2,8-diazaspiro[4.5]decan-1-one
  参考文献：
  名称：

  Novel spirocyclic pyrrolidones as P2/P1 mimetics in potent inhibitors of HIV-1 protease

  摘要：

  We have developed concise and efficient syntheses of novel spirocyclic pyrrolidones 1-3, which involve the alkylation of pyrrolidone precursor 13 with 1.5-dibromopentane, 16 and 15, followed by an in situ lactamization. Conjugates of 1 and 2 with P1'/P2' hydroxy-indanolamine moiety resulted in novel and potent inhibitors of HTV-1 protease 25 and 26. suggesting that 1 and 2 are novel P2/P1 HIV-P1 mimetics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00733-3

文献信息

• Novel spirocyclic pyrrolidones as P2/P1 mimetics in potent inhibitors of HIV-1 protease
  作者：Wieslaw M. Kazmierski、Eric Furfine、Andrew Spaltenstein、Lois L. Wright

  DOI：10.1016/s0960-894x(02)00733-3

  日期：2002.12

  We have developed concise and efficient syntheses of novel spirocyclic pyrrolidones 1-3, which involve the alkylation of pyrrolidone precursor 13 with 1.5-dibromopentane, 16 and 15, followed by an in situ lactamization. Conjugates of 1 and 2 with P1'/P2' hydroxy-indanolamine moiety resulted in novel and potent inhibitors of HTV-1 protease 25 and 26. suggesting that 1 and 2 are novel P2/P1 HIV-P1 mimetics. (C) 2002 Elsevier Science Ltd. All rights reserved.