1,1-dimethylethyl N-<(1R,2R,3S)-2,3-bis(tert-butyldimethylsilyloxy)-3-methoxycarbonyl-1-trityloxymethylpropanyl>carbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,1-dimethylethyl N-<(1R,2R,3S)-2,3-bis(tert-butyldimethylsilyloxy)-3-methoxycarbonyl-1-trityloxymethylpropanyl>carbamate
• 英文别名: methyl (2S,3R,4R)-2,3-bis[[tert-butyl(dimethyl)silyl]oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-trityloxypentanoate
• 化学式: C₄₂H₆₃NO₇Si₂
• 分子量: 750.136
• InChiKey: ATTSMJBKZVQEPD-LBYVEUBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.84
• 重原子数：
  52
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  92.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl N-<(1R,2R,3S)-2,3-bis(tert-butyldimethylsilyloxy)-3-methoxycarbonyl-1-trityloxymethylpropanyl>carbamate 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 2,5-二(羟基甲基)-3,4-吡咯烷二醇
  参考文献：
  名称：

  Synthesis of (2R, 3R, 4R, 5R)-3,4-Dihydroxy-2,5-dihydroxymethylpyrrolidine and (-)-Anisomycin Derivative from (S)-Pyroglutamic Acid Derivative

  摘要：

  Double asymmetric dihydroxylation of (E)-alpha,beta-unsaturated ester(2) with a catalytic amount of potassium osmate and chiral ligand gave dihydroxy compounds (3a and 4a) selectively. Polyhydroxylated pyrrolidines (10 and 14) were synthesized from corresponding methoxymethy ether (3c) and tert-butyl-dimethylsilyl ether(4d), respectively.

  DOI：

  10.3987/com-94-7016
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以17%的产率得到1,1-dimethylethyl N-<(1R,2R,3S)-2,3-bis(tert-butyldimethylsilyloxy)-3-methoxycarbonyl-1-trityloxymethylpropanyl>carbamate
  参考文献：
  名称：

  Synthesis of (2R, 3R, 4R, 5R)-3,4-Dihydroxy-2,5-dihydroxymethylpyrrolidine and (-)-Anisomycin Derivative from (S)-Pyroglutamic Acid Derivative

  摘要：

  Double asymmetric dihydroxylation of (E)-alpha,beta-unsaturated ester(2) with a catalytic amount of potassium osmate and chiral ligand gave dihydroxy compounds (3a and 4a) selectively. Polyhydroxylated pyrrolidines (10 and 14) were synthesized from corresponding methoxymethy ether (3c) and tert-butyl-dimethylsilyl ether(4d), respectively.

  DOI：

  10.3987/com-94-7016

文献信息

• Synthesis of (2R, 3R, 4R, 5R)-3,4-Dihydroxy-2,5-dihydroxymethylpyrrolidine and (-)-Anisomycin Derivative from (S)-Pyroglutamic Acid Derivative
  作者：Nobuo Ikota

  DOI：10.3987/com-94-7016

  日期：——

  Double asymmetric dihydroxylation of (E)-alpha,beta-unsaturated ester(2) with a catalytic amount of potassium osmate and chiral ligand gave dihydroxy compounds (3a and 4a) selectively. Polyhydroxylated pyrrolidines (10 and 14) were synthesized from corresponding methoxymethy ether (3c) and tert-butyl-dimethylsilyl ether(4d), respectively.