3-[(dimethyl)phenylsilyl]propionic acid | 17872-96-7

• 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: 3-[(dimethyl)phenylsilyl]propionic acid
• 英文别名: me2phSi(et-2-cox)；3-(dimethyl-phenyl-silanyl)-propionic acid；3-(Dimethyl-phenyl-silyl)-propionsaeure；3-(Dimethylphenylsilyl)propanoic acid；3-[dimethyl(phenyl)silyl]propanoic acid
• CAS: 17872-96-7
• 化学式: C₁₁H₁₆O₂Si
• 分子量: 208.332
• InChiKey: IJDJDIIVBNGSCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[(dimethyl)phenylsilyl]propionic acid 在 platinum(IV) oxide lithium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 N,N,N',N'-tetramethylguanidinium azide 、 氢气 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 19.5h， 生成 (R)-2-azido-3-[(dimethyl)phenylsilyl]propionic acid
  参考文献：
  名称：

  Enzymatic synthesis of enantiomerically enriched d- and l-3-silylated alanines by deracemization of dl-5-silylmethylated hydantoins

  摘要：

  The hydantoinase process was shown to be extendable to the production of highly lipophilic, silicon-containing amino acids. Two hydantoinases of different origin and stereoselectivities and one L-N-carbamoylase were used for the highly stereoselective bioconversion of (dimethyl)phenylsilyl- and 1-methyl-1-silacyclopentyl substituted alanine derivatives. The enantiomeric purities and absolute configuration of the products were determined with reference compounds that were synthesized with the aid of the Evans oxazolidinone auxiliary. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00028-3
• 作为产物：
  描述：

  二甲基氯甲基苯基硅烷 在 sodium ethanolate 作用下， 生成 3-[(dimethyl)phenylsilyl]propionic acid
  参考文献：
  名称：

  Malonic Ester Syntheses with Organosilicon Compounds. New Silicon-containing Malonic Esters, Mono- and Dicarboxylic Acids, Barbituric Acids and a Disiloxanetetracarboxylic Acid¹

  摘要：

  DOI：

  10.1021/ja01635a043

文献信息

• Bruchins—Mitogenic 3-(Hydroxypropanoyl) Esters of Long Chain Diols from Weevils of the Bruchidae
  作者：James E Oliver、Robert P Doss、R.Thomas Williamson、John R Carney、E.David DeVilbiss

  DOI：10.1016/s0040-4020(00)00650-5

  日期：2000.9

  Mono- and bis 3-(hydroxypropanoyl) esters of long chain, unsaturated diols have been isolated and identified from two genera of the family Bruchidae, and have been shown to be responsible for the mitogenic activity observed on pea pods resulting from oviposition by the pea weevil, Bruchus pisorum. The mitogenic compounds have been characterized and synthesized. Published by Elsevier Science Ltd.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 93, page 253 - 257
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Si: MVol.C, 25, page 77 - 79
  作者：

  DOI：——

  日期：——
• New Silicon-Containing Esters, Acids, Ketones, Alcohols and Halides. Acetoacetic Ester Syntheses with Organosilicon Compounds¹
  作者：Leo H. Sommer、Nelson S. Marans

  DOI：10.1021/ja01161a021

  日期：1950.5
• Organosilicon acids
  申请人：DOW CORNING

  公开号：US02589445A1

  公开（公告）日：1952-03-18