5-酮-L-半乳糖酸 | 68117-68-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 5-酮-L-半乳糖酸
• 英文名称: 5-keto-L-galactonic acid
• 英文别名: 3-phenyl-1-phenylsulphenyl-1-trimethylsiloxypropene
• CAS: 68117-68-0
• 化学式: C₁₈H₂₂OSSi
• 分子量: 314.524
• InChiKey: CTDSXEVJFLRJOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-酮-L-半乳糖酸 在 sodium 作用下， 以 四氯化碳 为溶剂， 反应 2.08h， 生成 trimethyl<2-(phenylthio)-3-phenylpropanoyl>silane
  参考文献：
  名称：

  Synthesis and reactivity of iron carbonyl complexes of α,β-unsaturated acyl silanes

  摘要：

  2-Trimethylsilyl-1-oxa-1,3-butadiene (7) reacts with Fe2(CO)9 to form an unstable tetracarbonyliron(0) complex (8) whereas 2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene (9) and 2-(tert-butyldimethylsilyl)-4-phenyl-1-oxa-1,3-butadiene (20) react with Fe2(CO)9 to form highly stable crystalline tricarbonyliron(0) complexes (16) and (21). Complexes (16) and (21) both undergo acylation when reacted with methyl lithium under nitrogen to form gamma-ketoacylsilanes [(18) and (22)], but only complex (21) reacts with methyl lithium under carbon monoxide to give the tricarbonyl(vinylketene)iron(0) complex (23).

  DOI：

  10.1016/s0040-4020(01)90375-8
• 作为产物：
  描述：

  3-苯丙酰氯 在 三乙胺 、 lithium diisopropyl amide 作用下， 以 甲苯 为溶剂， 反应 20.0h， 生成 5-酮-L-半乳糖酸
  参考文献：
  名称：

  Synthesis and reactivity of iron carbonyl complexes of α,β-unsaturated acyl silanes

  摘要：

  2-Trimethylsilyl-1-oxa-1,3-butadiene (7) reacts with Fe2(CO)9 to form an unstable tetracarbonyliron(0) complex (8) whereas 2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene (9) and 2-(tert-butyldimethylsilyl)-4-phenyl-1-oxa-1,3-butadiene (20) react with Fe2(CO)9 to form highly stable crystalline tricarbonyliron(0) complexes (16) and (21). Complexes (16) and (21) both undergo acylation when reacted with methyl lithium under nitrogen to form gamma-ketoacylsilanes [(18) and (22)], but only complex (21) reacts with methyl lithium under carbon monoxide to give the tricarbonyl(vinylketene)iron(0) complex (23).

  DOI：

  10.1016/s0040-4020(01)90375-8

文献信息

• Conversion of Carbon-Sulfur Linkages into Carbon–Silicon Ones<i>via</i>Reductive Silylation. Preparation of Silyl Enol Ethers of Acyltrimethylsilanes
  作者：Isao Kuwajima、Akio Mori、Masahiro Kato

  DOI：10.1246/bcsj.53.2634

  日期：1980.9

  Reductive cleavage of carbon–sulfur linkages of silyl enol ethers of thiocarboxylic S-esters can be induced by treatment with sodium or potassium–sodium alloy in the presence of chlorotrimethylsilane, and the corresponding silyl enol ethers of acyltrimethylsilanes can be prepared in high yields.

  在三甲基氯硅烷存在下，用钠或钾钠合金处理可诱导硫代羧酸 S 酯硅基烯醇醚的碳硫键发生还原性裂解，并以高产率制备出相应的酰基三甲基硅烷硅基烯醇醚。
• Efficient method for the preparation of trimethylsilyl enol ethers of acyltrimethylsilanes
  作者：Isao Kuwajima、Masahiro Kato、Toshio Sato

  DOI：10.1039/c39780000478

  日期：——

  Treatment of trimethylsilyl enol ethers of benzenethiol esters with metallic sodium–trimethyl-chlorosilane affords the corresponding trimethylsilyl enol ethers of acyltrimethylsilanes in excellent yield.

  用金属钠-三甲基-氯硅烷处理苯硫醇酯的三甲基甲硅烷基烯醇醚，可以以优异的收率得到相应的酰基三甲基硅烷的三甲基甲硅烷基烯醇醚。
• Synthesis and reactivity of iron carbonyl complexes of α,β-unsaturated acyl silanes
  作者：Susan E. Thomas、Gary J. Tustin、Arthur Ibbotson

  DOI：10.1016/s0040-4020(01)90375-8

  日期：1992.9

  2-Trimethylsilyl-1-oxa-1,3-butadiene (7) reacts with Fe2(CO)9 to form an unstable tetracarbonyliron(0) complex (8) whereas 2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene (9) and 2-(tert-butyldimethylsilyl)-4-phenyl-1-oxa-1,3-butadiene (20) react with Fe2(CO)9 to form highly stable crystalline tricarbonyliron(0) complexes (16) and (21). Complexes (16) and (21) both undergo acylation when reacted with methyl lithium under nitrogen to form gamma-ketoacylsilanes [(18) and (22)], but only complex (21) reacts with methyl lithium under carbon monoxide to give the tricarbonyl(vinylketene)iron(0) complex (23).