tert-Butyl-[(4S,5S)-5-(4-methoxy-phenyl)-2-oxo-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy]-diphenyl-silane | 237736-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-Butyl-[(4S,5S)-5-(4-methoxy-phenyl)-2-oxo-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy]-diphenyl-silane
• 英文别名: tert-butyl-[[(4S,5S)-5-(4-methoxyphenyl)-2-oxo-1,3,2-dioxathiolan-4-yl]methoxy]-diphenylsilane
• CAS: 237736-13-9
• 化学式: C₂₆H₃₀O₅SSi
• 分子量: 482.673
• InChiKey: DPXDCRSKKPBZGA-OKHJTSFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  73.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-Butyl-[(4S,5S)-5-(4-methoxy-phenyl)-2-oxo-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy]-diphenyl-silane 在 吡啶 、 咪唑 、 叠氮化锂 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Carbonic acid (1R,2R)-2-azido-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl ester phenyl ester
  参考文献：
  名称：

  Stereoselective syntheses of cytoxazone, a novel cytokine modulator, and its stereoisomers

  摘要：

  Cytoxazone, a novel cytokine modulator, and its stereoisomers were stereoselectively synthesized via stereocontrolled introduction of an azide group and direct construction of the 2-oxazolidinone ring from an azide carbonate by reductive cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00712-1
• 作为产物：
  描述：

  (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到tert-Butyl-[(4S,5S)-5-(4-methoxy-phenyl)-2-oxo-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy]-diphenyl-silane
  参考文献：
  名称：

  Stereoselective syntheses of cytoxazone, a novel cytokine modulator, and its stereoisomers

  摘要：

  Cytoxazone, a novel cytokine modulator, and its stereoisomers were stereoselectively synthesized via stereocontrolled introduction of an azide group and direct construction of the 2-oxazolidinone ring from an azide carbonate by reductive cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00712-1

文献信息

• Stereoselective syntheses of cytoxazone, a novel cytokine modulator, and its stereoisomers
  作者：Yasuharu Sakamoto、Akiko Shiraishi、Jeong Seonhee、Tadashi Nakata

  DOI：10.1016/s0040-4039(99)00712-1

  日期：1999.5

  Cytoxazone, a novel cytokine modulator, and its stereoisomers were stereoselectively synthesized via stereocontrolled introduction of an azide group and direct construction of the 2-oxazolidinone ring from an azide carbonate by reductive cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.