[(1S,2S)-3-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-butylsulfanyl)-2-hydroxy-1-methyl-propyl]-carbamic acid tert-butyl ester | 228850-47-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(1S,2S)-3-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-butylsulfanyl)-2-hydroxy-1-methyl-propyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S,3R)-3-hydroxy-4-[(2S,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]sulfanylbutan-2-yl]carbamate
• CAS: 228850-47-3
• 化学式: C₁₈H₃₆N₂O₆S
• 分子量: 408.56
• InChiKey: NKMPFWNDFWELAQ-XDQVBPFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [(1S,2S)-3-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-butylsulfanyl)-2-hydroxy-1-methyl-propyl]-carbamic acid tert-butyl ester 在 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 tert-butyl (4S,5S)-2,2,4-trimethyl-5-[[(4S,5R)-2,2,4-trimethyl-3-[(2-methylpropan-2-yl)oxycarbonyl]-1,3-oxazolidin-5-yl]methylsulfonylmethyl]-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  An enantioselective entry to linear, C2-symmetrical and pseudosymmetrical 1,6-diamino-2,5-diols

  摘要：

  An enantioselective synthesis of C-2-symmetrical and pseudosymmetrical acyclic 1,6-diamino-2,5-diols has been accomplished for the first time by employing a Ramberg-Backlund reaction as the key step. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00569-9
• 作为产物：
  描述：

  [(1S)-1-(2S)-环氧乙烷基乙基]-氨基甲酸叔丁酯 在 三苯基硅烷硫醇 、 四丁基氟化铵 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 [(1S,2S)-3-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-butylsulfanyl)-2-hydroxy-1-methyl-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.
• An enantioselective entry to linear, C2-symmetrical and pseudosymmetrical 1,6-diamino-2,5-diols
  作者：Núria Aguilar、Albert Moyano、Miquel A Pericàs、Antoni Riera

  DOI：10.1016/s0040-4039(99)00569-9

  日期：1999.5

  An enantioselective synthesis of C-2-symmetrical and pseudosymmetrical acyclic 1,6-diamino-2,5-diols has been accomplished for the first time by employing a Ramberg-Backlund reaction as the key step. (C) 1999 Elsevier Science Ltd. All rights reserved.