Carbonic acid (1R,2R)-2-azido-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl ester phenyl ester | 237736-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Carbonic acid (1R,2R)-2-azido-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl ester phenyl ester
• 英文别名: [(1R,2R)-1-azido-3-[tert-butyl(diphenyl)silyl]oxy-1-(4-methoxyphenyl)propan-2-yl] phenyl carbonate
• CAS: 237736-23-1
• 化学式: C₃₃H₃₅N₃O₅Si
• 分子量: 581.744
• InChiKey: SIBHZLNBCNMDIB-IOWSJCHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.21
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  68.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Carbonic acid (1R,2R)-2-azido-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl ester phenyl ester 在 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 以90%的产率得到(4R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-4-(4-methoxyphenyl)oxazolidin-2-one
  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 吡啶 、 三氟甲磺酸三甲基硅酯 、 叠氮基三甲基硅烷 作用下， 以 二氯甲烷 、 乙腈 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

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.