methyl 3α-acetyloxy-12α-[(3,3',5,5'-tetratert-butylbiphenyl-2,2'-diyl)phosphite]-5β-cholan-24-ate | 1269504-72-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl 3α-acetyloxy-12α-[(3,3',5,5'-tetratert-butylbiphenyl-2,2'-diyl)phosphite]-5β-cholan-24-ate
• 英文别名: methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-acetyloxy-10,13-dimethyl-12-(2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepin-6-yl)oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1269504-72-4
• 化学式: C₅₅H₈₃O₇P
• 分子量: 887.234
• InChiKey: CQRZXPXFQBIVNA-WOBSGSESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  63
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,3’,5,5’-四叔丁基-2,2’-联苯二酚 、 (3alpha,8xi,9xi,10xi,12alpha,13xi,14xi,17xi)-3-乙酰氧基-12-羟基胆烷-24-酸甲酯 在 吡啶 、 三氯化磷 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以12%的产率得到methyl 3α-acetyloxy-12α-[(3,3',5,5'-tetratert-butylbiphenyl-2,2'-diyl)phosphite]-5β-cholan-24-ate
  参考文献：
  名称：

  A chiral Rh–phosphite complex displaying high activity in the enantioselective Rh-catalyzed addition of arylboronic acids to carbonyl compounds: when and why atropos is better than tropos

  摘要：

  The use of deoxycholic acid derived tropos and atropoisomeric phosphites as chiral ligands in the Rh-catalyzed enantioselective addition of arylboronic acids to arylaldehydes and 2,2,2-trifluoroacetophenone is presented. Screening of these phosphites showed the high activity of the Rh-complex obtained starting from one of the two atropoisomeric ligands, which afforded complete conversion of the carbonyl compounds in short reaction times under mild reaction conditions and with ee's of up to 84%. A study aimed at getting information about the different behavior of tropos and atropoisomeric ligands is also reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.11.009
• 作为试剂：
  描述：

  1-萘甲醛 、 苯硼酸 在 chlorobis(ethylene)rhodium(I) dimer 、 methyl 3α-acetyloxy-12α-[(3,3',5,5'-tetratert-butylbiphenyl-2,2'-diyl)phosphite]-5β-cholan-24-ate 、 potassium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 1.5h， 生成 (R)-naphthalen-1-yl(phenyl)methanol 、 1-萘甲醇,a-苯基-,(S)-
  参考文献：
  名称：

  A chiral Rh–phosphite complex displaying high activity in the enantioselective Rh-catalyzed addition of arylboronic acids to carbonyl compounds: when and why atropos is better than tropos

  摘要：

  The use of deoxycholic acid derived tropos and atropoisomeric phosphites as chiral ligands in the Rh-catalyzed enantioselective addition of arylboronic acids to arylaldehydes and 2,2,2-trifluoroacetophenone is presented. Screening of these phosphites showed the high activity of the Rh-complex obtained starting from one of the two atropoisomeric ligands, which afforded complete conversion of the carbonyl compounds in short reaction times under mild reaction conditions and with ee's of up to 84%. A study aimed at getting information about the different behavior of tropos and atropoisomeric ligands is also reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.11.009