isopropyl 2-hydroxyundecanoate | 106522-72-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: isopropyl 2-hydroxyundecanoate
• 英文别名: α-Oxy-undecylsaeureisopropylester；propan-2-yl 2-hydroxyundecanoate
• CAS: 106522-72-9
• 化学式: C₁₄H₂₈O₃
• 分子量: 244.375
• InChiKey: IEUTWUJIUHSKLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  17.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  二乙基硅烷 、 isopropyl 2-hydroxyundecanoate 在 nickel dichloride 三乙基硅烷 作用下， 生成 2-[Diethyl-(1-isopropoxycarbonyl-decyloxy)-silanyloxy]-undecanoic acid isopropyl ester
  参考文献：
  名称：

  Lapkin,I.I. et al., Journal of general chemistry of the USSR, 1971, vol. 41, p. 1272 - 1274

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloro-2-(4-methylphenyl)sulfinyldodecan-3-ol 在 二甲基硫 、 臭氧 作用下， 以 xylene 为溶剂， 反应 0.33h， 生成 isopropyl 2-hydroxyundecanoate
  参考文献：
  名称：

  1-Chloroalkyl p-tolyl sulfoxides as useful agents for homologation of carbonyl compounds: conversion of carbonyl compounds to .alpha.-hydroxy acids, esters, and amides and .alpha.,.alpha.'-dihydroxy ketones

  摘要：

  One-carbon homologation of carbonyl compounds to alpha-hydroxy acids, esters, and amides by the use of 1-chloroalkyl p-tolyl sulfoxide as a hydroxycarbonyl anion equivalent is reported. Oxidation of the vinyl chlorides, the intermediates of the above-mentioned method, with osmium tetraoxide gives alpha,alpha'-dihydroxy ketones which are found in biologically active natural products such as cortisone and adriamycin.

  DOI：

  10.1021/jo00013a011

文献信息

• Lapkin,I.I.; Karavanov,N.A., Journal of general chemistry of the USSR, 1960, vol. 30, p. 1636 - 1641
  作者：Lapkin,I.I.、Karavanov,N.A.

  DOI：——

  日期：——
• SATOH, TSUYOSHI;ONDA, KEN-ICHI;YAMAKAWA, KOJI, J. ORG. CHEM., 56,(1991) N3, C. 4129-4134
  作者：SATOH, TSUYOSHI、ONDA, KEN-ICHI、YAMAKAWA, KOJI

  DOI：——

  日期：——
• 1-Chloroalkyl p-tolyl sulfoxides as useful agents for homologation of carbonyl compounds: conversion of carbonyl compounds to .alpha.-hydroxy acids, esters, and amides and .alpha.,.alpha.'-dihydroxy ketones
  作者：Tsuyoshi Satoh、Kenichi Onda、Koji Yamakawa

  DOI：10.1021/jo00013a011

  日期：1991.6

  One-carbon homologation of carbonyl compounds to alpha-hydroxy acids, esters, and amides by the use of 1-chloroalkyl p-tolyl sulfoxide as a hydroxycarbonyl anion equivalent is reported. Oxidation of the vinyl chlorides, the intermediates of the above-mentioned method, with osmium tetraoxide gives alpha,alpha'-dihydroxy ketones which are found in biologically active natural products such as cortisone and adriamycin.
• Lapkin,I.I. et al., Journal of general chemistry of the USSR, 1971, vol. 41, p. 1272 - 1274
  作者：Lapkin,I.I. et al.

  DOI：——

  日期：——