[(R)-2-{2-[(R)-2-tert-Butoxycarbonylamino-2-(1-hydroxy-cyclopentyl)-ethylsulfanyl]-ethylsulfanyl}-1-(1-hydroxy-cyclopentyl)-ethyl]-carbamic acid tert-butyl ester | 209342-90-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(R)-2-{2-[(R)-2-tert-Butoxycarbonylamino-2-(1-hydroxy-cyclopentyl)-ethylsulfanyl]-ethylsulfanyl}-1-(1-hydroxy-cyclopentyl)-ethyl]-carbamic acid tert-butyl ester
• CAS: 209342-90-5
• 化学式: C₂₆H₄₈N₂O₆S₂
• 分子量: 548.809
• InChiKey: VIUNNOWGAQTSFC-PMACEKPBSA-N

物化性质

• 沸点：
  699.143±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.189±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  36.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  117.12
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  [(R)-2-{2-[(R)-2-tert-Butoxycarbonylamino-2-(1-hydroxy-cyclopentyl)-ethylsulfanyl]-ethylsulfanyl}-1-(1-hydroxy-cyclopentyl)-ethyl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到(1R,8R)-1,8-diamino-1,8-di-(1'-hydroxycyclopentyl)-3,6-dithia-octan
  参考文献：
  名称：

  Synthesis of C2-symmetrical bis-β-amino alcohols from (R)-cysteine and their application in enantioselective catalysis

  摘要：

  Six new sulfur-containing C-2-symmetrical bis-beta-primary and sec-amino-tert-alcohols have been synthesized from (R)-cysteine and applied successfully in the enantiocontrolled catalytic addition of diethylzinc to benzaldehyde. The resulting 1-phenyl-1-propanol could be obtained in good enantiomeric excess of up to 94%. Using the same chiral auxiliaries in the enantioselective borane reduction of acetophenone afforded l-phenyl-l-ethanol in enantiomeric excesses of up to 82%. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00106-2
• 作为产物：
  描述：

  (butane-1,4-diyl)dimagnesium dibromide 、 (R)-2-tert-Butoxycarbonylamino-3-[2-((R)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethylsulfanyl)-ethylsulfanyl]-propionic acid methyl ester 以 四氢呋喃 为溶剂， 反应 12.0h， 以60%的产率得到[(R)-2-{2-[(R)-2-tert-Butoxycarbonylamino-2-(1-hydroxy-cyclopentyl)-ethylsulfanyl]-ethylsulfanyl}-1-(1-hydroxy-cyclopentyl)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of C2-symmetrical bis-β-amino alcohols from (R)-cysteine and their application in enantioselective catalysis

  摘要：

  Six new sulfur-containing C-2-symmetrical bis-beta-primary and sec-amino-tert-alcohols have been synthesized from (R)-cysteine and applied successfully in the enantiocontrolled catalytic addition of diethylzinc to benzaldehyde. The resulting 1-phenyl-1-propanol could be obtained in good enantiomeric excess of up to 94%. Using the same chiral auxiliaries in the enantioselective borane reduction of acetophenone afforded l-phenyl-l-ethanol in enantiomeric excesses of up to 82%. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00106-2