1-丙硫醇,3-[(三乙基甲硅烷基)氧代]- | 173034-84-9

• 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
• 中文名称: 1-丙硫醇,3-[(三乙基甲硅烷基)氧代]-
• 英文名称: 1-triethylsiloxy-propane-3-thiol
• 英文别名: trimethyl-hydroxyl silylated thiol；3-Triethylsilyloxypropane-1-thiol
• CAS: 173034-84-9
• 化学式: C₉H₂₂OSSi
• 分子量: 206.425
• InChiKey: DPEQABNGEDSWJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  10.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-丙硫醇,3-[(三乙基甲硅烷基)氧代]- 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成
  参考文献：
  名称：

  Enzymatic Resolution of α-acetoxysulfides: A new approach to the synthesis of homochiral S,O-Acetals

  摘要：

  A novel enzymatic resolution of alpha-acetoxysulfides using Pseudomonas fluorescens lipase is reported. Selectivity is highly dependent on the substrate and solvent, with enantiomeric excesses of >95% in some cases. We believe these are the first examples of enzymatic resolutions of an S,O-acetal.

  DOI：

  10.1016/0957-4166(95)00248-n
• 作为产物：
  描述：

  3-巯基-1-丙醇 、 三乙基氯硅烷 在 咪唑 作用下， 反应 24.0h， 以72%的产率得到1-丙硫醇,3-[(三乙基甲硅烷基)氧代]-
  参考文献：
  名称：

  Synthesis of hydroxyl silylated rhenium and (99mTc)technetium ?3+1? mixed ligand complexes

  摘要：

  本文介绍了羟基硅烷化硫醇作为单齿配体的合成过程。以 3thiapentane-1,5-dithiol 作为辅助配体，这些单齿配体被用于与 Re 和 99mTc 三甲基、三乙基和三苯基硅烷化 "3+1 "混合配体复合物的构建。Re 复合物通过 1H NMR 和元素分析进行表征，99mTc 复合物通过无线电 HPLC 进行检测。三甲基硅烷基化衍生物在水介质中会水解，而三乙基和三苯基硅烷基化复合物在中性溶液中证明是稳定的。Copyright © 2002 John Wiley & Sons, Ltd. All Rights Reserved.

  DOI：

  10.1002/jlcr.567

文献信息

• The first examples of dynamic kinetic resolution by enantioselective acetylation of hemithioacetals: An efficient synthesis of homochiral α-Acetoxysulfides
  作者：Stephen Brand、Martin F. Jones、Christopher M. Rayner

  DOI：10.1016/0040-4039(95)01748-7

  日期：1995.11

  fluorescens lipase catalysed irreversible acetylation of a hemithioacetal using vinyl acetate proceeds via a novel dynamic kinetic resolution. Thus a thiol and an aldehyde are mixed together to form a racemic hemithioacetal, essentially a single enantiomer of which is acylated under the reaction conditions. Racemisation of the unrecognised hemithioacetal by a dissociation-recombination process catalysed by

  的荧光假单胞菌的脂肪酶使用的乙酸乙烯酯进行一硫代半缩醛的催化不可逆的乙酰化通过一种新颖的动态动力学拆分。因此，将硫醇和醛混合在一起以形成外消旋的半硫缩醛，其基本上单一的对映体在反应条件下被酰化。通过硅胶催化的解离-重组过程将未被识别的半硫缩醛消旋化，可以使反应中的转化率大于50％。用合适的底物可以获得高产率和对映选择性。
• Enzymatic resolution of α,β-diacetoxysulfides: Synthesis of optically active O,S-acetals by regiospecific enantioselective primary acetate hydrolysis
  作者：Stephen Brand、Martin F. Jones、Christopher M. Rayner

  DOI：10.1016/s0040-4039(97)00672-2

  日期：1997.5

  α,β-Diacetoxy sulphides are precursors of chiral oxathiolanes and have been resolved by Pseudomonas fluorescens lipase catalysed hydrolysis. The resolution proceeds with complete regioselectivity for the primary acetate and excellent enantioselectivity in most cases.

  α，β-二乙酰氧基硫化物是手性草硫杂环戊烷的前体，并已通过荧光假单胞菌脂肪酶催化水解而分解。在大多数情况下，拆分过程具有对伯乙酸盐的完全区域选择性和出色的对映选择性。
• Silylated mixed-ligand rhenium complexes with the [PNS/S] donor atom set
  作者：Torsten Kniess、Celia Fernandes、Isabel Santos、Werner Kraus、Hartmut Spies

  DOI：10.1016/s0020-1693(02)01486-x

  日期：2003.5

  New oxorhenium complexes with 2-(diphenylphosphanyl)-N-(2-thioethyl)benzamide (HPNS) and trimethyl-, triethyl- and triphenyl-hydroxyl silylated monodentate thiols are reported. These new complexes have been prepared by reacting [(NBu4)-Bu-n][Re(O)Cl-4] with the tridentate HPNS and the corresponding silylated thiol at room temperature. The characterization of the complexes involved elemental analysis, P-31 and H-1 NMR spectroscopies and X-ray crystallographic analysis for the triethyl-silylated Re complex. (C) 2002 Elsevier Science B.V. All rights reserved.
• Enzymatic Resolution of α-acetoxysulfides: A new approach to the synthesis of homochiral S,O-Acetals
  作者：John Milton、Stephen Brand、Martin F. Jones、Christopher M. Rayner

  DOI：10.1016/0957-4166(95)00248-n

  日期：1995.8

  A novel enzymatic resolution of alpha-acetoxysulfides using Pseudomonas fluorescens lipase is reported. Selectivity is highly dependent on the substrate and solvent, with enantiomeric excesses of >95% in some cases. We believe these are the first examples of enzymatic resolutions of an S,O-acetal.
• Synthesis of hydroxyl silylated rhenium and (99mTc)technetium ?3+1? mixed ligand complexes
  作者：Torsten Kniess、Hartmut Spies、Isabel Santos、Alla Zablotska

  DOI：10.1002/jlcr.567

  日期：2002.7

  The synthesis of hydroxyl silylated thiols as monodentate ligands is described. These monodentates were used to build with Re and 99mTc trimethyl-, triethyl- and triphenyl-silylated ‘3+1’ mixed ligand complexes, using 3thiapentane-1,5-dithiol as co-ligand. The Re complexes were characterized by 1H NMR and elemental analysis, the 99mTc complexes were detected by radio HPLC. While the trimethyl silylated derivatives hydrolysed in aqueous media, the triethyl- and triphenyl silylated complexes have proved to be stable in neutral solutions. Copyright © 2002 John Wiley & Sons, Ltd.

  本文介绍了羟基硅烷化硫醇作为单齿配体的合成过程。以 3thiapentane-1,5-dithiol 作为辅助配体，这些单齿配体被用于与 Re 和 99mTc 三甲基、三乙基和三苯基硅烷化 "3+1 "混合配体复合物的构建。Re 复合物通过 1H NMR 和元素分析进行表征，99mTc 复合物通过无线电 HPLC 进行检测。三甲基硅烷基化衍生物在水介质中会水解，而三乙基和三苯基硅烷基化复合物在中性溶液中证明是稳定的。Copyright © 2002 John Wiley & Sons, Ltd. All Rights Reserved.