4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3,3-dimethyl-cyclohexanone | 209069-53-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3,3-dimethyl-cyclohexanone
• 英文别名: 4-[Tert-butyl(dimethyl)silyl]oxy-2-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one
• CAS: 209069-53-4
• 化学式: C₁₅H₃₀O₃Si
• 分子量: 286.487
• InChiKey: VMTHINQDRFINHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3,3-dimethyl-cyclohexanone 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.58h， 生成 3-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxy-2,2,6-trimethyl-cyclohexanecarbaldehyde
  参考文献：
  名称：

  Synthesis of A-ring fragments of 1α,25-dihydroxyvitamin D3 and taxane diterpenoids: Effective construction of conjugated formylcyclohexene frameworks from isoxazolines

  摘要：

  This paper have delineated the effectiveness of [3+2] cycloaddition process in the synthesis of multifunctional 6-membered rings. The novel synthesis of chiral A-ring fragment of 1 alpha,25-dihydroxyvitamin D-3 and also a novel route to A-ring fragment of taxane diterpenoids have been established. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00273-7
• 作为产物：
  描述：

  tert-Butyl-{1-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-but-3-enyloxy}-dimethyl-silane 在 palladium on activated charcoal sodium hypochlorite 、 草酰氯 、 盐酸羟胺 、 氢气 、 硼酸 、 二甲基亚砜 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 6.0h， 生成 4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-3,3-dimethyl-cyclohexanone
  参考文献：
  名称：

  Synthesis of A-ring fragments of 1α,25-dihydroxyvitamin D3 and taxane diterpenoids: Effective construction of conjugated formylcyclohexene frameworks from isoxazolines

  摘要：

  This paper have delineated the effectiveness of [3+2] cycloaddition process in the synthesis of multifunctional 6-membered rings. The novel synthesis of chiral A-ring fragment of 1 alpha,25-dihydroxyvitamin D-3 and also a novel route to A-ring fragment of taxane diterpenoids have been established. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00273-7

文献信息

• Synthesis of A-ring fragments of 1α,25-dihydroxyvitamin D3 and taxane diterpenoids: Effective construction of conjugated formylcyclohexene frameworks from isoxazolines
  作者：Teruhiko Ishikawa、Shushiro Ikeda、Masataka Ibe、Seiki Saito

  DOI：10.1016/s0040-4020(98)00273-7

  日期：1998.5

  This paper have delineated the effectiveness of [3+2] cycloaddition process in the synthesis of multifunctional 6-membered rings. The novel synthesis of chiral A-ring fragment of 1 alpha,25-dihydroxyvitamin D-3 and also a novel route to A-ring fragment of taxane diterpenoids have been established. (C) 1998 Elsevier Science Ltd. All rights reserved.