(3aS,4R,6R,7R,7aR)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-7-hydroxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2-one | 1028849-86-6

• 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: (3aS,4R,6R,7R,7aR)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-7-hydroxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2-one
• CAS: 1028849-86-6
• 化学式: C₄₀H₆₈O₇Si
• 分子量: 689.061
• InChiKey: UPKOTPMKHGUCOX-JKXGXICXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.42
• 重原子数：
  48
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  胆固醇 、 (1aS,3R,3aS,6aS,6bR)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-tetrahydro-1,2,4,6-tetraoxa-cyclopropa[e]inden-5-one 在 trifluoromethanesulfonyloxy(triphenylphosphine)gold(I) 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(3aS,4R,6R,7R,7aR)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-6-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-7-hydroxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2-one
  参考文献：
  名称：

  Gold(I)-Catalyzed Glycosidation of 1,2-Anhydrosugars

  摘要：

  Being able to increase the yield by >20% compared to the conventional use of anhydrous zinc chloride (>1 equiv) as a promoter, Ph3PAuOTf is disclosed to be a superior catalyst for the well-established glycosylation reaction with 1,2-anhydrosugars as donors.

  DOI：

  10.1021/jo8003875