[(1R,2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonylamino]amino]cyclohexyl] acetate | 260392-41-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: [(1R,2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonylamino]amino]cyclohexyl] acetate
• CAS: 260392-41-4
• 化学式: C₁₄H₂₆N₂O₄
• 分子量: 286.371
• InChiKey: MYSPDWIBQGBLNF-NWDGAFQWSA-N

物化性质

• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1R,2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonylamino]amino]cyclohexyl] acetate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以100%的产率得到(1R,2S)-2-(N_β-t-butoxycarbonyl-N_α-methylhydrazino)cyclohexanol
  参考文献：
  名称：

  Enzymatic resolution of (±)-2-(Nβ-t-butoxycarbonyl-Nα-methylhydrazino)cycloalkanols

  摘要：

  Racemates of cis- and trans-2-(N-beta-t-butoxycarbonyl-N-alpha-methylhydrazino)cyclopentanols and -cyclohexanols 1-4 were resolved through lipase PS- or Novozym 435-catalysed asymmetric acylation of the secondary OH group at the (R)-stereogenic centre. High enantioselectivity (E >200) was observed when vinyl acetate or vinyl butyrate was used in diisopropyl ether, resulting in the enantiopure hydrazino esters 1a-4a and hydrazino alcohols 1b-4b. Methanolysis of the esters 1a-4a afforded the corresponding 2-hydrazinocycloalkanols 1c-4c (ee usually >95%). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00535-2
• 作为产物：
  描述：

  cis-2-methylaminocyclohexanol hydrochloride 在 sodium hydroxide 、 Pseudomonas cepacia lipase 、 溶剂黄146 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 异丙醚 为溶剂， 反应 345.5h， 生成 [(1R,2S)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonylamino]amino]cyclohexyl] acetate
  参考文献：
  名称：

  Enzymatic resolution of (±)-2-(Nβ-t-butoxycarbonyl-Nα-methylhydrazino)cycloalkanols

  摘要：

  Racemates of cis- and trans-2-(N-beta-t-butoxycarbonyl-N-alpha-methylhydrazino)cyclopentanols and -cyclohexanols 1-4 were resolved through lipase PS- or Novozym 435-catalysed asymmetric acylation of the secondary OH group at the (R)-stereogenic centre. High enantioselectivity (E >200) was observed when vinyl acetate or vinyl butyrate was used in diisopropyl ether, resulting in the enantiopure hydrazino esters 1a-4a and hydrazino alcohols 1b-4b. Methanolysis of the esters 1a-4a afforded the corresponding 2-hydrazinocycloalkanols 1c-4c (ee usually >95%). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00535-2