1-benzyloxycarbonyl-2(S)-t-butyldimethylsilyloxymethyl-4-methylenepyrrolidine | 197079-40-6

• 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: 1-benzyloxycarbonyl-2(S)-t-butyldimethylsilyloxymethyl-4-methylenepyrrolidine
• 英文别名: benzyl (2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-methylidenepyrrolidine-1-carboxylate
• CAS: 197079-40-6
• 化学式: C₂₀H₃₁NO₃Si
• 分子量: 361.557
• InChiKey: YAVWWOKDVBDJEY-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzyloxycarbonyl-2(S)-t-butyldimethylsilyloxymethyl-4-methylenepyrrolidine 在 TEA 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (5S,8S)-8-Hydroxymethyl-1-oxa-2,7-diaza-spiro[4.4]non-2-ene-3,7-dicarboxylic acid 7-benzyl ester 3-ethyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of nonpeptide integrin antagonists containing spirocyclic scaffolds

  摘要：

  Analogues of isoxazoline alpha(v)beta(3) antagonist 1 designed to further restrict the four carbon alkyl tether were prepared by incorporating two spirocyclic scaffolds, 1-oxa-2-azaspiro[4,5]dec-2-ene and 1-oxa-2,7-diazaspiro[4,4]non-2-ene. Additional optimization provided potent antagonists of both alpha(v)beta(3) and alpha(5)beta(1) which are selective over GPIIb/IIIa. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.057
• 作为产物：
  描述：

  甲基三苯基溴化膦 、 (S)-benzyl 2-(tert-butyldimethylsilyloxy)methyl-4-oxo-pyrrolidine-1-carboxylate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 1-benzyloxycarbonyl-2(S)-t-butyldimethylsilyloxymethyl-4-methylenepyrrolidine
  参考文献：
  名称：

  Synthesis and biological evaluation of nonpeptide integrin antagonists containing spirocyclic scaffolds

  摘要：

  Analogues of isoxazoline alpha(v)beta(3) antagonist 1 designed to further restrict the four carbon alkyl tether were prepared by incorporating two spirocyclic scaffolds, 1-oxa-2-azaspiro[4,5]dec-2-ene and 1-oxa-2,7-diazaspiro[4,4]non-2-ene. Additional optimization provided potent antagonists of both alpha(v)beta(3) and alpha(5)beta(1) which are selective over GPIIb/IIIa. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.057

文献信息

• Synthesis and biological evaluation of nonpeptide integrin antagonists containing spirocyclic scaffolds
  作者：Joanne M. Smallheer、Carolyn A. Weigelt、Francis J. Woerner、Jennifer S. Wells、Wayne F. Daneker、Shaker A. Mousa、Ruth R. Wexler、Prabhakar K. Jadhav

  DOI：10.1016/j.bmcl.2003.10.057

  日期：2004.1

  Analogues of isoxazoline alpha(v)beta(3) antagonist 1 designed to further restrict the four carbon alkyl tether were prepared by incorporating two spirocyclic scaffolds, 1-oxa-2-azaspiro[4,5]dec-2-ene and 1-oxa-2,7-diazaspiro[4,4]non-2-ene. Additional optimization provided potent antagonists of both alpha(v)beta(3) and alpha(5)beta(1) which are selective over GPIIb/IIIa. (C) 2003 Elsevier Ltd. All rights reserved.