(1S,2S)-N-(tert-butoxycarbonyl)-N',N'-diallylcyclohex-4-ene-1,2-diamine | 1392837-21-6

• 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: (1S,2S)-N-(tert-butoxycarbonyl)-N',N'-diallylcyclohex-4-ene-1,2-diamine
• 英文别名: tert-butyl N-[(1S,6S)-6-[bis(prop-2-enyl)amino]cyclohex-3-en-1-yl]carbamate
• CAS: 1392837-21-6
• 化学式: C₁₇H₂₈N₂O₂
• 分子量: 292.422
• InChiKey: NHQSDYAARPUGHT-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,2S)-N-(tert-butoxycarbonyl)-N',N'-diallylcyclohex-4-ene-1,2-diamine 在 四(三苯基膦)钯 、 1,3-二甲基巴比妥酸 作用下， 以 二氯甲烷 为溶剂， 生成 (1S,2S)-N-(tert-butoxycarbonyl)cyclohex-4-ene-1,2-diamine
  参考文献：
  名称：

  Chemoenzymatic preparation of optically active trans- and cis-cyclohex-4-ene-1,2-diamine and trans-6-aminocyclohex-3-enol derivatives

  摘要：

  Lipase from Burkholderia cepacia (PSL-C) effectively catalyzed the kinetic resolution of both racemic trans-N,N-diallylcyclohex-4-ene-1,2-diamine (+/-)-6 and its precursor trans-6-(diallylamino)cyclohex-3-enol (+/-)-5. The resulting optically active vicinal diamine and beta-amino alcohol were converted into a precursor of oseltamivir and a cis-cyclohex-4-ene-1,2-diamine derivative, respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.087
• 作为产物：
  描述：

  4,5-epoxy-cyclohexene 在 Burkholderia cepacia lipase PSL-C 、 氨 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 乙醇 、 水 为溶剂， 反应 109.0h， 生成 (1S,2S)-N-(tert-butoxycarbonyl)-N',N'-diallylcyclohex-4-ene-1,2-diamine
  参考文献：
  名称：

  Chemoenzymatic preparation of optically active trans- and cis-cyclohex-4-ene-1,2-diamine and trans-6-aminocyclohex-3-enol derivatives

  摘要：

  Lipase from Burkholderia cepacia (PSL-C) effectively catalyzed the kinetic resolution of both racemic trans-N,N-diallylcyclohex-4-ene-1,2-diamine (+/-)-6 and its precursor trans-6-(diallylamino)cyclohex-3-enol (+/-)-5. The resulting optically active vicinal diamine and beta-amino alcohol were converted into a precursor of oseltamivir and a cis-cyclohex-4-ene-1,2-diamine derivative, respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.087

文献信息

• Chemoenzymatic preparation of optically active trans- and cis-cyclohex-4-ene-1,2-diamine and trans-6-aminocyclohex-3-enol derivatives
  作者：F. Javier Quijada、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/j.tet.2012.05.087

  日期：2012.9

  Lipase from Burkholderia cepacia (PSL-C) effectively catalyzed the kinetic resolution of both racemic trans-N,N-diallylcyclohex-4-ene-1,2-diamine (+/-)-6 and its precursor trans-6-(diallylamino)cyclohex-3-enol (+/-)-5. The resulting optically active vicinal diamine and beta-amino alcohol were converted into a precursor of oseltamivir and a cis-cyclohex-4-ene-1,2-diamine derivative, respectively. (C) 2012 Elsevier Ltd. All rights reserved.