tert-butyl N-benzyl-N-[(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-enyl]carbamate | 885500-84-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl N-benzyl-N-[(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-enyl]carbamate
• CAS: 885500-84-5
• 化学式: C₂₁H₃₁NO₄
• 分子量: 361.481
• InChiKey: QZGOVSYDRDIBKV-QZTJIDSGSA-N

物化性质

• 沸点：
  445.3±40.0 °C(Predicted)
• 密度：
  1.052±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-benzyl-N-[(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-enyl]carbamate 生成 Boc-D-烯丙基甘氨酸
  参考文献：
  名称：

  High stereocontrol in the allylation of chiral non-racemic α-alkoxy and α-amino nitrones

  摘要：

  The stereocontrolled addition of allylic metals to chiral non-racemic nitrones promoted by the addition of Lewis acids is described. Whereas for alpha-alkoxy nitrones the stereocontrol depends on the Lewis acid used as an activator, for alpha-amino nitrones the diastercofacial course of the reaction depends on the protection of the a-amino group. The successful implementation of the methodology is represented by the enantiodivergent synthesis of D- and L-allylglycine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.004
• 作为产物：
  描述：

  *,S^*)>-N-hydroxy-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine 在 溶剂黄146 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 生成 tert-butyl N-benzyl-N-[(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]but-3-enyl]carbamate
  参考文献：
  名称：

  High stereocontrol in the allylation of chiral non-racemic α-alkoxy and α-amino nitrones

  摘要：

  The stereocontrolled addition of allylic metals to chiral non-racemic nitrones promoted by the addition of Lewis acids is described. Whereas for alpha-alkoxy nitrones the stereocontrol depends on the Lewis acid used as an activator, for alpha-amino nitrones the diastercofacial course of the reaction depends on the protection of the a-amino group. The successful implementation of the methodology is represented by the enantiodivergent synthesis of D- and L-allylglycine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.004

文献信息

• High stereocontrol in the allylation of chiral non-racemic α-alkoxy and α-amino nitrones
  作者：Pedro Merino、Ignacio Delso、Vanni Mannucci、Tomas Tejero

  DOI：10.1016/j.tetlet.2006.03.004

  日期：2006.5

  The stereocontrolled addition of allylic metals to chiral non-racemic nitrones promoted by the addition of Lewis acids is described. Whereas for alpha-alkoxy nitrones the stereocontrol depends on the Lewis acid used as an activator, for alpha-amino nitrones the diastercofacial course of the reaction depends on the protection of the a-amino group. The successful implementation of the methodology is represented by the enantiodivergent synthesis of D- and L-allylglycine. (c) 2006 Elsevier Ltd. All rights reserved.