tert-butyl N-tert-butyl-N-(prop-2-en-1-yl)carbamate | 169268-94-4

• 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: tert-butyl N-tert-butyl-N-(prop-2-en-1-yl)carbamate
• 英文别名: tert-butyl N-tert-butyl-N-prop-2-enylcarbamate
• CAS: 169268-94-4
• 化学式: C₁₂H₂₃NO₂
• 分子量: 213.32
• InChiKey: ONIJJKKLTGHCRA-UHFFFAOYSA-N

物化性质

• 沸点：
  253.8±10.0 °C(Predicted)
• 密度：
  0.917±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl N-tert-butyl-N-(prop-2-en-1-yl)carbamate 在 盐酸 、 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 作用下， 反应 24.0h， 生成 3-(tert-butylamino)-1-propanol
  参考文献：
  名称：

  硼氢化反应中伯胺和仲胺的正丁氧基羰基保护：氨基醇的合成

  摘要：

  摘要 描述了 BOC 基团在氨基烯烃硼氢化反应中作为保护基团的用途。通过硼氢化-氧化序列分离出的氨基醇产率非常好。

  DOI：

  10.1080/00397919508015894
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium hydride 作用下， 生成 tert-butyl N-tert-butyl-N-(prop-2-en-1-yl)carbamate
  参考文献：
  名称：

  Enantioselective synthesis of (S)-timolol via kinetic resolution of terminal epoxides and dihydroxylation of allylamines

  摘要：

  An efficient enantioselective synthesis of (S)-timolol has been described using chiral Co-salen-catalyzed kinetic resolution of less expensive (+/-)-epichlorohydrin with 3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole in good overall yield (55%) and excellent enantioselectivity (98%). Synthesis of (S)-timolol has also been achieved using hydrolytic kinetic resolution as well as asymmetric dihydroxylation routes in 90% ee and 56% ee, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.01.057

文献信息

• Kabalka George W., Li Nan-Sheng, Pace R. David, Synth. Commun, 25 (1995) N 14, S 2135-2143
  作者：Kabalka George W., Li Nan-Sheng, Pace R. David

  DOI：——

  日期：——
• N-<i>t</i>-Butoxycarbonyl Protection of Primary and Secondary Amines in the Hydroboration Reaction: Synthesis of Amino Alcohols
  作者：George W. Kabalka、Nan-Sheng Li、R. David Pace

  DOI：10.1080/00397919508015894

  日期：1995.7

  Abstract The use of the BOC group as a protecting group in the hydroboration of aminoalkenes is described. The isolated yields of amino alcohols via the hydroboration-oxidation sequence are excellent.

  摘要 描述了 BOC 基团在氨基烯烃硼氢化反应中作为保护基团的用途。通过硼氢化-氧化序列分离出的氨基醇产率非常好。
• Enantioselective synthesis of (S)-timolol via kinetic resolution of terminal epoxides and dihydroxylation of allylamines
  作者：Srinivasarao V. Narina、Arumugam Sudalai

  DOI：10.1016/j.tet.2007.01.057

  日期：2007.4

  An efficient enantioselective synthesis of (S)-timolol has been described using chiral Co-salen-catalyzed kinetic resolution of less expensive (+/-)-epichlorohydrin with 3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole in good overall yield (55%) and excellent enantioselectivity (98%). Synthesis of (S)-timolol has also been achieved using hydrolytic kinetic resolution as well as asymmetric dihydroxylation routes in 90% ee and 56% ee, respectively. (c) 2007 Elsevier Ltd. All rights reserved.