Acetic acid (1R,2S,3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-20-oxa-cyclopropa[1,2]cyclopenta[a]phenanthren-3-yl ester | 43217-85-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Acetic acid (1R,2S,3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-20-oxa-cyclopropa[1,2]cyclopenta[a]phenanthren-3-yl ester
• CAS: 43217-85-2
• 化学式: C₂₉H₄₆O₃
• 分子量: 442.682
• InChiKey: NFTVCCZUJYKFOZ-VIWILYPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.95
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.83
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,2S,3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-20-oxa-cyclopropa[1,2]cyclopenta[a]phenanthren-3-yl ester 在 lithium aluminium tetrahydride 作用下， 生成 (1alpha,3beta)-胆甾-5-烯-1,3-二醇
  参考文献：
  名称：

  Synthese von 1α-Hydroxycholecalciferol. Vorläufige Mitteilung

  摘要：

  Abstract1α‐hydroxycholesterol (4a) was synthesized from cholesterol and transformed via its diacetyl derivative 4b into 1α, 3β‐diacetoxycholesta‐5, 7‐diene (6b). Irradiation of the ring‐B‐diene 6b followed by thermal isomerization and saponification gave 1α‐hydroxycholecalciferol (7).

  DOI：

  10.1002/hlca.19730560528

文献信息

• 1α,2β-dihydroxycholesterol
  作者：B. Pelc

  DOI：10.1016/0040-4020(78)87002-1

  日期：1978.1

  1α,2β-Dihydroxycholesterol has been prepared from 1α,2β-epoxy-5α-cholestan-3β,6β-diol-3-acetate on reaction with methansulphonyl chloride and hydrochloric acid. The structure was confirmed by independent synthesis from 1α,2β-epoxycholest-5-en-3β-yl acetate.

  由1α，2β-环氧-5α-胆甾醇-3β，6β-二醇-3-乙酸酯与甲磺酰氯和盐酸反应制得1α，2β-二羟基胆固醇。由1α，2β-环氧胆甾-5-en-3β-乙酸乙烯酯独立合成证实了该结构。