tert-butyl [(2R)-4-(3,4-dimethoxyphenyl)-1-hydroxy-1-(5-propylthiophen-3-yl)butan-2-yl]carbamate

• 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: tert-butyl [(2R)-4-(3,4-dimethoxyphenyl)-1-hydroxy-1-(5-propylthiophen-3-yl)butan-2-yl]carbamate
• 英文别名: tert-butyl N-[(2R)-4-(3,4-dimethoxyphenyl)-1-hydroxy-1-(5-propylthiophen-3-yl)butan-2-yl]carbamate
• 化学式: C₂₄H₃₅NO₅S
• 分子量: 449.612
• InChiKey: BAYWJAZRIIZHGZ-LCQOSCCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl [(2R)-4-(3,4-dimethoxyphenyl)-1-hydroxy-1-(5-propylthiophen-3-yl)butan-2-yl]carbamate 在 三氟乙酸 作用下， 反应 0.5h， 生成 trans-(1S,2R)-6,7-Dimethoxy-1,2,3,4-tetrahydro-1-(2-propyl-thien-4-yl)-2-naphthylamine
  参考文献：
  名称：

  Divergent asymmetric synthesis of hexahydrobenzophenanthridine dopamine D1 agonists, A-86929, and dihydrexidine

  摘要：

  A divergent and scalable asymmetric synthesis of the dopamine D1 agonists, A-86929, and dihydrexidine with high diastereo- and enantioselectivity was accomplished from Weinreb amide 8 derived from inexpensive and easily available L-serine. The synthesis of A-86929 involves only one chromatographic purification. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.02.003
• 作为产物：
  描述：

  (R)-2-((tert-butoxycarbonyl)amino)-4-(3,4-dimethoxyphenyl)butanoic acid 在 N-甲基吗啉 、 sodium tetrahydroborate 、 正丁基锂 、 氯甲酸异丁酯 作用下， 以 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 4.92h， 生成 tert-butyl [(2R)-4-(3,4-dimethoxyphenyl)-1-hydroxy-1-(5-propylthiophen-3-yl)butan-2-yl]carbamate
  参考文献：
  名称：

  Divergent asymmetric synthesis of hexahydrobenzophenanthridine dopamine D1 agonists, A-86929, and dihydrexidine

  摘要：

  A divergent and scalable asymmetric synthesis of the dopamine D1 agonists, A-86929, and dihydrexidine with high diastereo- and enantioselectivity was accomplished from Weinreb amide 8 derived from inexpensive and easily available L-serine. The synthesis of A-86929 involves only one chromatographic purification. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.02.003

文献信息

• Divergent asymmetric synthesis of hexahydrobenzophenanthridine dopamine D1 agonists, A-86929, and dihydrexidine
  作者：Rajesh Malhotra、Sagar Chakrabarti、Amit Ghosh、Rajib Ghosh、Tushar K. Dey、Swarup Dutta、Shantanu Dutta、Subho Roy、Sourav Basu、Saumen Hajra

  DOI：10.1016/j.tetasy.2013.02.003

  日期：2013.3

  A divergent and scalable asymmetric synthesis of the dopamine D1 agonists, A-86929, and dihydrexidine with high diastereo- and enantioselectivity was accomplished from Weinreb amide 8 derived from inexpensive and easily available L-serine. The synthesis of A-86929 involves only one chromatographic purification. (C) 2013 Elsevier Ltd. All rights reserved.