[(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester | 244076-19-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S,3S)-4-[tert-butyl(dimethyl)silyl]oxy-3-hydroxy-1-phenylbutan-2-yl]carbamate
• CAS: 244076-19-5
• 化学式: C₂₁H₃₇NO₄Si
• 分子量: 395.615
• InChiKey: LJWFGBCBTHFRIF-ZWKOTPCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester 在 4-二甲氨基吡啶 、 三苯基硅烷硫醇 、 四丁基氟化铵 、 sodium methylate 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 [(1S,2R)-1-Benzyl-3-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenyl-butylsulfanyl)-2-hydroxy-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A convergent, stereocontrolled synthesis of C2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols)

  摘要：

  The totally enantiocontrolled preparation of C-2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols) hom anti-3-amino-1,2-alkane diols is described. The key step in the synthetic procedure involves the use of triphenylsilanethiol as a sulfide or hydrogenosulfide equivalent in the regioselective nucleophilic ring opening of both anti- and syn-aminoalkyl epoxides. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00568-7
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 (2S,3S)-3-N-tert-butoxycarbonylamino-4-phenylbutane-1,2-diol 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(1S,2S)-1-Benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A convergent, stereocontrolled synthesis of C2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols)

  摘要：

  The totally enantiocontrolled preparation of C-2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols) hom anti-3-amino-1,2-alkane diols is described. The key step in the synthetic procedure involves the use of triphenylsilanethiol as a sulfide or hydrogenosulfide equivalent in the regioselective nucleophilic ring opening of both anti- and syn-aminoalkyl epoxides. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00568-7

文献信息

• A convergent, stereocontrolled synthesis of C2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols)
  作者：Núria Aguilar、Albert Moyano、Miquel A. Pericàs、Antoni Riera

  DOI：10.1016/s0040-4039(99)00568-7

  日期：1999.5

  The totally enantiocontrolled preparation of C-2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols) hom anti-3-amino-1,2-alkane diols is described. The key step in the synthetic procedure involves the use of triphenylsilanethiol as a sulfide or hydrogenosulfide equivalent in the regioselective nucleophilic ring opening of both anti- and syn-aminoalkyl epoxides. (C) 1999 Elsevier Science Ltd. All rights reserved.