Acetic acid 1-(1-methoxy-8-methyl-9-oxo-9,11-dihydro-indolizino[1,2-b]quinolin-7-yl)-propyl ester | 243846-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Acetic acid 1-(1-methoxy-8-methyl-9-oxo-9,11-dihydro-indolizino[1,2-b]quinolin-7-yl)-propyl ester
• CAS: 243846-90-4
• 化学式: C₂₂H₂₂N₂O₄
• 分子量: 378.428
• InChiKey: YXNVQOINAORMRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  70.42
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid 1-(1-methoxy-8-methyl-9-oxo-9,11-dihydro-indolizino[1,2-b]quinolin-7-yl)-propyl ester 在 baker's yeast (Saccharomyces cerevisiae) 、 potassium carbonate 、 蔗糖 作用下， 以 甲醇 、 水 为溶剂， 反应 194.0h， 生成 (R)-9-methoxymappicine
  参考文献：
  名称：

  Enantioselective synthesis of (S)- and (R)-mappicines and their analogues

  摘要：

  The naturally occurring alkaloids, camptothecin and mappicine ketone were converted to racemic mappicine acetate which was enantioselectively hydrolyzed to (S)- and (R)-mappicines in high optical purity using baker's yeast and a lipase, Amano PS. Treatment of the racemic acetate with baker's yeast afforded (S)-mappicine while with Amano PS yielded (R)-mappicine. 9-Methoxycamptothecin and 9-methoxymappicine ketone underwent similar conversion to (S)- and (R)-9-methxymappicines. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00397-x
• 作为产物：
  描述：

  9-甲氧基喜树碱 在 sodium tetrahydroborate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 2.12h， 生成 Acetic acid 1-(1-methoxy-8-methyl-9-oxo-9,11-dihydro-indolizino[1,2-b]quinolin-7-yl)-propyl ester
  参考文献：
  名称：

  Enantioselective synthesis of (S)- and (R)-mappicines and their analogues

  摘要：

  The naturally occurring alkaloids, camptothecin and mappicine ketone were converted to racemic mappicine acetate which was enantioselectively hydrolyzed to (S)- and (R)-mappicines in high optical purity using baker's yeast and a lipase, Amano PS. Treatment of the racemic acetate with baker's yeast afforded (S)-mappicine while with Amano PS yielded (R)-mappicine. 9-Methoxycamptothecin and 9-methoxymappicine ketone underwent similar conversion to (S)- and (R)-9-methxymappicines. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00397-x

文献信息

• Enantioselective synthesis of (S)- and (R)-mappicines and their analogues
  作者：Biswanath Das、P. Madhusudhan

  DOI：10.1016/s0040-4020(99)00397-x

  日期：1999.6

  The naturally occurring alkaloids, camptothecin and mappicine ketone were converted to racemic mappicine acetate which was enantioselectively hydrolyzed to (S)- and (R)-mappicines in high optical purity using baker's yeast and a lipase, Amano PS. Treatment of the racemic acetate with baker's yeast afforded (S)-mappicine while with Amano PS yielded (R)-mappicine. 9-Methoxycamptothecin and 9-methoxymappicine ketone underwent similar conversion to (S)- and (R)-9-methxymappicines. (C) 1999 Elsevier Science Ltd. All rights reserved.