(1R,2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid

• 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: (1R,2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid
• 化学式: C₁₀H₁₇NO₄
• 分子量: 215.249
• InChiKey: RDFVWJDTLMKIGI-QUBYGPBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid 在 盐酸 作用下， 生成 (1R,2S)-allonorcoronamic acid
  参考文献：
  名称：

  Diastereoselective palladium(0)-catalyzed azidation of 1-alkenylcyclopropyl esters: asymmetric synthesis of (−)-(1R,2S)-norcoronamic acid

  摘要：

  Palladium(0)-catalyzed azidation of (1R,2S)-1-(1-alkenyl)2-methylcyclopropyl esters 10a,b proceeds with complete retention of configuration to provide, after reduction of the azide and oxidative cleavage of the allylic double bond, the (1R,2S)-norcoronamic acid 22 (>99% e.e.). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00107-4
• 作为产物：
  描述：

  [(1R,2S)-2-Methyl-1-((E)-styryl)-cyclopropyl]-carbamic acid tert-butyl ester 在 ruthenium trichloride 、 sodium periodate 作用下， 生成 (1R,2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid
  参考文献：
  名称：

  Diastereoselective palladium(0)-catalyzed azidation of 1-alkenylcyclopropyl esters: asymmetric synthesis of (−)-(1R,2S)-norcoronamic acid

  摘要：

  Palladium(0)-catalyzed azidation of (1R,2S)-1-(1-alkenyl)2-methylcyclopropyl esters 10a,b proceeds with complete retention of configuration to provide, after reduction of the azide and oxidative cleavage of the allylic double bond, the (1R,2S)-norcoronamic acid 22 (>99% e.e.). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00107-4

文献信息

• Diastereoselective palladium(0)-catalyzed azidation of 1-alkenylcyclopropyl esters: asymmetric synthesis of (−)-(1R,2S)-norcoronamic acid
  作者：Valérie Atlan、Sandrine Racouchot、Michael Rubin、Claudia Bremer、Jean Ollivier、Armin de Meijere、Jacques Salaün

  DOI：10.1016/s0957-4166(98)00107-4

  日期：1998.4

  Palladium(0)-catalyzed azidation of (1R,2S)-1-(1-alkenyl)2-methylcyclopropyl esters 10a,b proceeds with complete retention of configuration to provide, after reduction of the azide and oxidative cleavage of the allylic double bond, the (1R,2S)-norcoronamic acid 22 (>99% e.e.). (C) 1998 Elsevier Science Ltd. All rights reserved.