Acetic acid (3R,5R,6S,8S,9S,10R,13S,14S,17R)-3-acetoxy-17-[(1S,2S)-2-hydroxy-1-methyl-2-((S)-3-methyl-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-yl ester | 115350-47-5

• 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 (3R,5R,6S,8S,9S,10R,13S,14S,17R)-3-acetoxy-17-[(1S,2S)-2-hydroxy-1-methyl-2-((S)-3-methyl-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-yl ester
• 英文别名: [(3R,5R,6S,8S,9S,10R,13S,14S,17R)-6-acetyloxy-17-[(1S,2S)-1-hydroxy-1-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]propan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 115350-47-5
• 化学式: C₃₁H₄₆O₇
• 分子量: 530.702
• InChiKey: CTMVXUSKXQIMGR-KYDHJSKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  38.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  99.13
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  3α,6α-diacetoxy-5β-pregnane-20-carbaldehyde 、 4-甲基-2(5H)-呋喃酮 生成 Acetic acid (3R,5R,6S,8S,9S,10R,13S,14S,17R)-3-acetoxy-17-[(1S,2S)-2-hydroxy-1-methyl-2-((S)-3-methyl-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-yl ester
  参考文献：
  名称：

  ZHOU, WEI-SHAN;TIAN, WEI-SHENG, TETRAHEDRON, 43,(1987) N 16, 3705-3712

  摘要：

  DOI：

文献信息

• Study on the synthesis of brassinolide and related compounds III
  作者：Wei-Shan Zhou、Wei-Sheng Tian

  DOI：10.1016/s0040-4020(01)86858-7

  日期：1987.1

  was synthesized stereoselectively from hyodeoxycholic acid 3. The aldehyde 5 derived from 3 was reacted with the anion of 3-methylbutenolide under kinetic condition to afford (22R,23R)-7 as the major product. Hydrogenation of 7 and its 22-acetate 14 over PtO2-Pt/C yielded the expected compound 8 and 15, respectively, in very good yield. Typhasterol was obtained from 8 and 15 through the following sequence

  从猪去氧胆酸3立体合成了酪甾醇2。在动力学条件下，使衍生自3的醛5与3-甲基丁烯内酯的阴离子反应，得到（22R，23R）-7为主要产物。在PtO 2 -Pt / C上氢化7及其22-乙酸酯14分别以非常好的收率分别得到预期的化合物8和15。通过以下反应步骤8 → 9 → 10 → 12 → 13 →从八和十五获得邻苯三酚2和15 → 16 → 17 → 13 → -2。
• ZHOU, WEI-SHAN;TIAN, WEI-SHENG;ZHENG, HU;ZHAO, XU-YANG, ACTA CHIM. SIN., 46,(1988) N 6, 598-603
  作者：ZHOU, WEI-SHAN、TIAN, WEI-SHENG、ZHENG, HU、ZHAO, XU-YANG

  DOI：——

  日期：——