(3S,4S)-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran
• 英文别名: tert-butyl N-[cis-4-hydroxyoxolan-3-yl]carbamate；tert-butyl N-[(3S,4S)-4-hydroxyoxolan-3-yl]carbamate
• 化学式: C₉H₁₇NO₄
• 分子量: 203.238
• InChiKey: SFIADDJLFYFDGK-NKWVEPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以50%的产率得到顺式-4-氨基-四氢呋喃-3-醇
  参考文献：
  名称：

  Enzymatic preparation of cis and trans-3-amino-4-hydroxytetrahydrofurans and cis-3-amino-4-hydroxypyrrolidines

  摘要：

  The lipase catalyzed resolution of cis and trans-3-amino-4-hydroxytetrahydraurans and cis-3-amino-4-hydroxypyrrolidines have been studied. For all the heterocycles, the best enantioselectivity was obtained using Candida antarctica lipases A and B as catalysts in hydrolytic processes. The absolute configuration of the optically pure obtained heterocycles has been assigned. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.05.014
• 作为产物：
  描述：

  (±)-cis-3-tert-butoxycarbonylamino-4-phenylacetoxytetrahydrofuran 在 immobilized Candida antarctica Lipase B 、 水 作用下， 以 甲基叔丁基醚 为溶剂， 反应 10.0h， 以49%的产率得到(3R,4R)-3-tert-butoxycarbonylamino-4-phenylacetoxytetrahydrofuran
  参考文献：
  名称：

  Enzymatic preparation of cis and trans-3-amino-4-hydroxytetrahydrofurans and cis-3-amino-4-hydroxypyrrolidines

  摘要：

  The lipase catalyzed resolution of cis and trans-3-amino-4-hydroxytetrahydraurans and cis-3-amino-4-hydroxypyrrolidines have been studied. For all the heterocycles, the best enantioselectivity was obtained using Candida antarctica lipases A and B as catalysts in hydrolytic processes. The absolute configuration of the optically pure obtained heterocycles has been assigned. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.05.014

文献信息

• Enzymatic preparation of cis and trans-3-amino-4-hydroxytetrahydrofurans and cis-3-amino-4-hydroxypyrrolidines
  作者：Ángela Villar-Barro、Vicente Gotor、Rosario Brieva

  DOI：10.1016/j.bmc.2014.05.014

  日期：2014.10

  The lipase catalyzed resolution of cis and trans-3-amino-4-hydroxytetrahydraurans and cis-3-amino-4-hydroxypyrrolidines have been studied. For all the heterocycles, the best enantioselectivity was obtained using Candida antarctica lipases A and B as catalysts in hydrolytic processes. The absolute configuration of the optically pure obtained heterocycles has been assigned. (C) 2014 Elsevier Ltd. All rights reserved.