(Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester | 147555-70-2

• 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: (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester
• CAS: 147555-70-2
• 化学式: C₃₀H₄₂O₅Si
• 分子量: 510.746
• InChiKey: HJMSGGHXWCOMPY-VETHQAMGSA-N

物化性质

• 沸点：
  583.3±50.0 °C(predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.99
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester 在 吡啶 作用下， 生成 methyl (±)-(5Z)-7-{(1R*,2S*,3R*,5S*)-3,5-diacetoxy-2-[tert-butyl(diphenyl)silyloxymethyl]cyclopentyl}hept-5-enoate
  参考文献：
  名称：

  Synthesis of (±)-15-deoxy-Δ12,14-prostaglandin J2 and Δ12-prostaglandin J2 15-acetate methyl esters

  摘要：

  A new synthetic approach to 15-deoxy-Delta(12,14)-prostaglandin J(2) and related compounds starting from Corey (+/-)-lactone diol has been developed. The key stage of this approach includes synthesis of a prostaglandin derivative possessing leaving groups in positions 9, 13, and 15 and their subsequent elimination by the action of an organic base.

  DOI：

  10.1134/s1070428015010017
• 作为产物：
  描述：

  在 silica gel 作用下， 以 乙醚 为溶剂， 生成 (Z)-7-[(1S,2R,3S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3,5-dihydroxy-cyclopentyl]-hept-5-enoic acid methyl ester
  参考文献：
  名称：

  Synthesis of (±)-15-deoxy-Δ12,14-prostaglandin J2 and Δ12-prostaglandin J2 15-acetate methyl esters

  摘要：

  A new synthetic approach to 15-deoxy-Delta(12,14)-prostaglandin J(2) and related compounds starting from Corey (+/-)-lactone diol has been developed. The key stage of this approach includes synthesis of a prostaglandin derivative possessing leaving groups in positions 9, 13, and 15 and their subsequent elimination by the action of an organic base.

  DOI：

  10.1134/s1070428015010017

文献信息

• A safe and efficient method for conversion of 1,2- and 1,3-diols to cyclic carbonates utilizing triphosgene
  作者：Robert M. Burk、Michael B. Roof

  DOI：10.1016/0040-4039(93)85085-b

  日期：1993.1

  Reaction of triphosgene in the presence of pyridine with a variety of diols including hindered tertiary and 1,3-cyclic diols provided high yields of the corresponding cyclic carbonates.