methyl (2S,4S)-N-tert-butoxycarbonyl-4-(N_tert-butoxycarbonylaminomethyl)pyroglutamate | 1242161-33-6

• 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: methyl (2S,4S)-N-tert-butoxycarbonyl-4-(N_tert-butoxycarbonylaminomethyl)pyroglutamate
• 英文别名: 1-O-tert-butyl 2-O-methyl (2S,4S)-4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-5-oxopyrrolidine-1,2-dicarboxylate
• CAS: 1242161-33-6
• 化学式: C₁₇H₂₈N₂O₇
• 分子量: 372.419
• InChiKey: BUWXWRFDUXCQRS-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl ((phenylsulfonyl)methyl)carbamate 、 Boc-L-焦谷氨酸甲酯 在 四氯化钛 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以67%的产率得到methyl (2S,4S)-N-tert-butoxycarbonyl-4-(N_tert-butoxycarbonylaminomethyl)pyroglutamate
  参考文献：
  名称：

  A short formal synthesis of three epimers of penmacric acid

  摘要：

  An extremely short formal synthesis of three epimers of penmacric acid is accomplished starting from pyroglutamate in one or two steps. Stereochemical outcome in the reaction of Li and Ti enolates of pyroglutamate with imines is found to be dependent on both chelation and steric factors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.102

文献信息

• A short formal synthesis of three epimers of penmacric acid
  作者：Dimpy Sikriwal、Ruchir Kant、Prakas R. Maulik、Dinesh K. Dikshit

  DOI：10.1016/j.tet.2010.05.102

  日期：2010.8

  An extremely short formal synthesis of three epimers of penmacric acid is accomplished starting from pyroglutamate in one or two steps. Stereochemical outcome in the reaction of Li and Ti enolates of pyroglutamate with imines is found to be dependent on both chelation and steric factors. (C) 2010 Elsevier Ltd. All rights reserved.