[(3aR,4R,7R,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methoxymethoxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-acetic acid ethyl ester | 151324-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3aR,4R,7R,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methoxymethoxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-acetic acid ethyl ester
• 英文别名: ethyl (2Z)-2-[(3aR,4R,7R,7aR)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-7-(methoxymethoxy)-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-1,3-benzodioxol-5-ylidene]acetate
• CAS: 151324-18-4
• 化学式: C₂₂H₄₀O₇Si
• 分子量: 444.641
• InChiKey: ZEKCAJSVRUSIBW-MAMWOBCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(3aR,4R,7R,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methoxymethoxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-acetic acid ethyl ester 在 二异丁基氢化铝 作用下， 生成 Acetic acid 2-[(3aR,4R,7R,7aR)-4-(tert-butyl-dimethyl-silanyloxymethyl)-7-methoxymethoxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-ethyl ester
  参考文献：
  名称：

  A (3+2)-cycloaddition approach to 1α, 2β, 25-trihydroxyvitamin D3 a ring synthon

  摘要：

  Synthesis of a chiral A-ring model of 1alpha, 2beta, 25-trihydroxyvitamin D3 by the nitrile oxide cycloaddition and its diastereoselectivity based on MM2 transition state model are described.

  DOI：

  10.1016/s0040-4039(00)60619-6
• 作为产物：
  描述：

  (R)-3-((4R,5R)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-3-hydroxy-propionitrile 在 镍 sodium hypochlorite 、 N-[(2,4-二氯苯氧基)-甲氧基硫代膦酰]丙-2-胺 、 盐酸羟胺 、 氢气 、 硼酸 、 二异丁基氢化铝 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 水 为溶剂， 生成 [(3aR,4R,7R,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methoxymethoxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-(5Z)-ylidene]-acetic acid ethyl ester
  参考文献：
  名称：

  A (3+2)-cycloaddition approach to 1α, 2β, 25-trihydroxyvitamin D3 a ring synthon

  摘要：

  Synthesis of a chiral A-ring model of 1alpha, 2beta, 25-trihydroxyvitamin D3 by the nitrile oxide cycloaddition and its diastereoselectivity based on MM2 transition state model are described.

  DOI：

  10.1016/s0040-4039(00)60619-6

文献信息

• A (3+2)-cycloaddition approach to 1α, 2β, 25-trihydroxyvitamin D3 a ring synthon
  作者：Takashi Takahashi、Makoto Nakazawa、Yasuharu Sakamoto、Kendall N. Houk

  DOI：10.1016/s0040-4039(00)60619-6

  日期：1993.6

  Synthesis of a chiral A-ring model of 1alpha, 2beta, 25-trihydroxyvitamin D3 by the nitrile oxide cycloaddition and its diastereoselectivity based on MM2 transition state model are described.