(1S,1'RS,3aS,4RS,7aS)-1-tert-Butoxy-4-(2'-phenyl-1'-phenylthioethyl)-7a-methyl-3a,4,7,7a-tetrahydro-5(6)-indan-5-one | 138225-55-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (1S,1'RS,3aS,4RS,7aS)-1-tert-Butoxy-4-(2'-phenyl-1'-phenylthioethyl)-7a-methyl-3a,4,7,7a-tetrahydro-5(6)-indan-5-one
• 英文别名: (1S,3aS,7aS)-7a-methyl-1-[(2-methylpropan-2-yl)oxy]-4-(2-phenyl-1-phenylsulfanylethyl)-2,3,3a,4,6,7-hexahydro-1H-inden-5-one
• CAS: 138225-55-5；138225-56-6；138225-57-7；138245-34-8
• 化学式: C₂₈H₃₆O₂S
• 分子量: 436.659
• InChiKey: ISIYSOJMGLZBRM-YKBMGKDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.97
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1S,1'RS,3aS,4RS,7aS)-1-tert-Butoxy-4-(2'-phenyl-1'-phenylthioethyl)-7a-methyl-3a,4,7,7a-tetrahydro-5(6)-indan-5-one 在 镍 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以88%的产率得到(1S,3aS,4S,7aS)-(+)-1-tert-Butoxy-4-(2'-phenylethyl)-7a-methyl-3a,4,7,7a-tetrahydro-5(6)-indan-5-one
  参考文献：
  名称：

  Zinc(II)-chloride induced thioalkylation of aluminium enolates; Enantioselective synthesis of estradiol-3-methyl-17-tert-butyl diether

  摘要：

  Zinc(II)-chloride induced thioalkylation of the aluminium enolate 6 generated by conjugate reduction of the enone 5 leads - directly or via its trimethylsilylenol ether 6 - to alkylated hydrindanones 10 which are important intermediates in the synthesis of 19-norsteroids such as the title compound estradiol-3-methyl-17-tert-butyl diether 12.

  DOI：

  10.1016/s0040-4020(01)88282-x
• 作为产物：
  描述：

  [(1S,3aS,7aS)-7a-methyl-1-[(2-methylpropan-2-yl)oxy]-1,2,3,3a,6,7-hexahydroinden-5-yl]oxy-bis(2-methylpropyl)alumane 在 zinc(II) chloride 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 (1S,1'RS,3aS,4RS,7aS)-1-tert-Butoxy-4-(2'-phenyl-1'-phenylthioethyl)-7a-methyl-3a,4,7,7a-tetrahydro-5(6)-indan-5-one
  参考文献：
  名称：

  Zinc(II)-chloride induced thioalkylation of aluminium enolates; Enantioselective synthesis of estradiol-3-methyl-17-tert-butyl diether

  摘要：

  Zinc(II)-chloride induced thioalkylation of the aluminium enolate 6 generated by conjugate reduction of the enone 5 leads - directly or via its trimethylsilylenol ether 6 - to alkylated hydrindanones 10 which are important intermediates in the synthesis of 19-norsteroids such as the title compound estradiol-3-methyl-17-tert-butyl diether 12.

  DOI：

  10.1016/s0040-4020(01)88282-x