3-[(2S,4R)-1-Benzyloxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-pentanedioic acid diethyl ester | 204912-61-8

• 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: 3-[(2S,4R)-1-Benzyloxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-pentanedioic acid diethyl ester
• CAS: 204912-61-8
• 化学式: C₂₇H₄₃NO₇Si
• 分子量: 521.726
• InChiKey: LXHPKCGFHCBQFO-PKTZIBPZSA-N

反应信息

• 作为反应物：
  描述：

  3-[(2S,4R)-1-Benzyloxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-pentanedioic acid diethyl ester 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以86%的产率得到3-[(2S,4R)-1-Benzyloxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-pentanedioic acid
  参考文献：
  名称：

  An efficient synthesis of the side chain intermediate of BO-2502A, a new 1β-methyl carbapenem, via diastereoselective lactamization as a key step

  摘要：

  The BO-2502A side chain intermediate 3 was prepared via the diastereoselective lactamization of the in situ prepared amino diacid anhydride 14 as a key step. The diastereoselectivity of this step was found to be 53:1 (96% de). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00007-6
• 作为产物：
  描述：

  3-[(2S,4R)-1-Benzyloxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-2-ethoxycarbonyl-pentanedioic acid diethyl ester 在 sodium chloride 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 3-[(2S,4R)-1-Benzyloxycarbonyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-pentanedioic acid diethyl ester
  参考文献：
  名称：

  An efficient synthesis of the side chain intermediate of BO-2502A, a new 1β-methyl carbapenem, via diastereoselective lactamization as a key step

  摘要：

  The BO-2502A side chain intermediate 3 was prepared via the diastereoselective lactamization of the in situ prepared amino diacid anhydride 14 as a key step. The diastereoselectivity of this step was found to be 53:1 (96% de). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00007-6