[(1S,4R)-4-[(4-methylphenyl)sulfonylcarbamoyloxy]cyclohept-2-en-1-yl] N-(4-methylphenyl)sulfonylcarbamate | 173595-26-1

• 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,4R)-4-[(4-methylphenyl)sulfonylcarbamoyloxy]cyclohept-2-en-1-yl] N-(4-methylphenyl)sulfonylcarbamate
• CAS: 173595-26-1
• 化学式: C₂₃H₂₆N₂O₈S₂
• 分子量: 522.6
• InChiKey: WFVJBWBOOVKEEQ-KDURUIRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  162
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(1S,4R)-4-[(4-methylphenyl)sulfonylcarbamoyloxy]cyclohept-2-en-1-yl] N-(4-methylphenyl)sulfonylcarbamate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 R-2,2'-[N,N'-(o-Ph₂P-Bz)amino]2-1,1'-binaphthyl 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以64%的产率得到(3aR,8aS)-3-(Toluene-4-sulfonyl)-3,3a,6,7,8,8a-hexahydro-cycloheptaoxazol-2-one
  参考文献：
  名称：

  C2-Symmetric Bisphosphine Ligands Derived from 1,1′-Binaphthyldiamines and Diphenylphosphinobenzoic Acid for Palladium Catalyzed Desymmetrizations

  摘要：

  A series of novel C-2-symmetric bisphosphine ligands derived from DPPBA and C-2-symmetric 1,1'-binaphthyldiamines has been synthesized. In palladium catalyzed desymmetrization of meso cyclic carbamates, the enantioselectivity and the stereochemistry of the major enantiomers are largely affected by the substitution position of DPPBA moiety on the 1,1'-binaphthyl chiral scaffold. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00420-8
• 作为产物：
  描述：

  (1R,4S)-cyclohept-2-ene-1,4-diol 、 对甲基苯磺酰异氰酸酯 生成 [(1S,4R)-4-[(4-methylphenyl)sulfonylcarbamoyloxy]cyclohept-2-en-1-yl] N-(4-methylphenyl)sulfonylcarbamate
  参考文献：
  名称：

  Trost, Barry M.; Breit, Bernhard; Peukert, Stefan, Angewandte Chemie, 1995, vol. 107, # 21, p. 2577 - 2579

  摘要：

  DOI：

文献信息

• Trost, Barry M.; Breit, Bernhard; Peukert, Stefan, Angewandte Chemie, 1995, vol. 107, # 21, p. 2577 - 2579
  作者：Trost, Barry M.、Breit, Bernhard、Peukert, Stefan、Zambrano, Jorge、Ziller, Joseph W.

  DOI：——

  日期：——
• C2-Symmetric Bisphosphine Ligands Derived from 1,1′-Binaphthyldiamines and Diphenylphosphinobenzoic Acid for Palladium Catalyzed Desymmetrizations
  作者：Chung Woo Lim、Sang-gi Lee

  DOI：10.1016/s0040-4020(00)00420-8

  日期：2000.7

  A series of novel C-2-symmetric bisphosphine ligands derived from DPPBA and C-2-symmetric 1,1'-binaphthyldiamines has been synthesized. In palladium catalyzed desymmetrization of meso cyclic carbamates, the enantioselectivity and the stereochemistry of the major enantiomers are largely affected by the substitution position of DPPBA moiety on the 1,1'-binaphthyl chiral scaffold. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Enhanced Enantioselectivity in the Desymmetrization of Meso-Biscarbamates
  作者：Barry M. Trost、Daniel E. Patterson

  DOI：10.1021/jo971746r

  日期：1998.2.1