30-chlorolup-20(29)-ene-3β,28-diyl diacetate | 1422960-65-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 30-chlorolup-20(29)-ene-3β,28-diyl diacetate
• 英文别名: 30-chloro-3β,28-diacetoxylup-20(29)-ene
• CAS: 1422960-65-3
• 化学式: C₃₄H₅₃ClO₄
• 分子量: 561.245
• InChiKey: KDLCXQQCEBWKIO-MQXQNARFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.36
• 重原子数：
  39.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  桦木脑二乙酸 在 氯硒次氯酸盐 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以88%的产率得到30-chlorolup-20(29)-ene-3β,28-diyl diacetate
  参考文献：
  名称：

  Regiospecific allyl chlorination of betulin and diacetylbetulin

  摘要：

  For the first time it was established that in the reaction of selenium dichloride with betulin and diacetylbetulin it is realized regiospecific allylic substitution of hydrogen in these alkenes by chlorine atom with formation of a single product - an unsaturated chloride of allylic type. The structure of products was proved by H-1 NMR spectra.

  DOI：

  10.1134/s1070428017020294

文献信息

• Electrophilic Substitution of Hydrogen in Betulin and Diacetylbetulin
  作者：I. V. Bodrikov、Yu. A. Kurskii、A. A. Chiyanov、A. Yu. Subbotin

  DOI：10.1134/s107042801801013x

  日期：2018.1

  Betulin and diacetylbetulin, which can be regarded as sterically hindered alkenes, reacted with N-chloro-, N-bromo-, and N-iodosuccinimides to give products of allylic and vinylic substitution in quantitative overall yield. The contribution of allylic substitution increases in the series Cl < Br < I. Quantum chemical simulation of the reactions of diacetylbetulin with N-halosuccinimides showed that

  可以被视为空间受阻的烯烃的桦木素和二乙酰基白蛋白与N-氯-，N-溴-和N-碘代琥珀酰亚胺反应，以定量的总收率得到烯丙基和乙烯基取代的产物。在Cl
• Vinylic substitution in the reaction of betulin diacetate with tert-butyl hypochlorite
  作者：I. V. Bodrikov、N. V. Borisova、A. A. Chiyanov、Yu. A. Kurskii、G. K. Fukin

  DOI：10.1134/s1070428013010144

  日期：2013.1

  Unlike unsaturated compounds containing alkyl groups at the double bond, low-temperature chlorination of betulin diacetate with tert-butyl hypochlorite involves mainly replacement of hydrogen in the vinylic position to give Z- and E-isomeric chlorides and a small amount of the allylic isomer, the latter resulting from elimination of hydrogen from the (CH3)-H-30 group. DOI: 10.1134/S1070428013010144