[3-(苄氧基)-1,1-二甲基丙氧基](氯)-二苯基硅烷 | 485325-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [3-(苄氧基)-1,1-二甲基丙氧基](氯)-二苯基硅烷
• 英文名称: [3-(benzyloxy)-1,1-dimethylpropoxy](chloro)-diphenylsilane
• 英文别名: ((4-benzyloxy-2-methylbutan-2-yl)oxy)chlorodiphenylsilane；chloro-(2-methyl-4-phenylmethoxybutan-2-yl)oxy-diphenylsilane
• CAS: 485325-12-0
• 化学式: C₂₄H₂₇ClO₂Si
• 分子量: 411.016
• InChiKey: PNJWWLDUUUHJML-UHFFFAOYSA-N

物化性质

• 沸点：
  478.1±37.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  28.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [3-(苄氧基)-1,1-二甲基丙氧基](氯)-二苯基硅烷 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.33h， 生成 二苯基二氟硅烷
  参考文献：
  名称：

  Synthesis and applications of tert-alkoxysiloxane linkers in solid-phase chemistry

  摘要：

  Straightforward syntheses of two tert-alkoxysilyl chloride functionalised resins 3 and 31 that allow facile attachment of 1 degrees, 2 degrees, 3 degrees alcohols and phenols to the solid-phase have been achieved. Resin 3 displayed useful loading levels (0.7 mmol/g), and it was stable to storage in activated form. Siloxanes from reaction of 3 with alcohols and phenols were compatible with a variety of reaction conditions commonly used in solid-phase synthesis. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.10.052
• 作为产物：
  描述：

  异戊二醇 在 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [3-(苄氧基)-1,1-二甲基丙氧基](氯)-二苯基硅烷
  参考文献：
  名称：

  Novel silyl linkers for solid-phase synthesis

  摘要：

  The syntheses of two silyl chloride resins, 2 and 10 are described starting from Merrifield resin, 3-methyl-1,3-butanediol and diphenyldichlorosilane or dimethyldichlorosilane, respectively. The silyl chloride resin 2 was used for the attachment of V alcohols, 2degrees alcohols and phenols to the solid phase. A preliminary study of the stability of the diphenylsiloxane linker towards certain reaction conditions was also carried out. A more reactive silyl chloride resin 10 was found to be suitable for the attachment of 3degrees alcohols to the solid-phase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01213-3

文献信息

• Stereoselective Synthesis of <i>Z</i>-α,β-Unsaturated Sulfones Using Peterson Reagents
  作者：Kaori Ando、Tomohiro Wada、Miho Okumura、Hiroshi Sumida

  DOI：10.1021/acs.orglett.5b03008

  日期：2015.12.18

  New Peterson reagents were prepared by introducing alkyloxy groups on the silicon atom in order to fix the conformation of the sulfone anion. The reagents 1d and 1e reacted with a variety of aldehydes after the treatment with Li-base to give Z-alpha,beta-unsaturated sulfones with up to >99:1 selectivity in good to excellent yields. For the reaction with aliphatic aldehydes, CPME (cyclopentyl methyl ether) is the choice of solvent, while DME (1,2-dimethoxyethane) gave higher selectivity for the reaction with aromatic aldehydes.