tert-butyl N-[(1R,2R)-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate | 1345820-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: tert-butyl N-[(1R,2R)-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate
• CAS: 1345820-60-1
• 化学式: C₂₃H₂₉NO₄
• 分子量: 383.488
• InChiKey: WJPXMLZQXKNXPZ-WIYYLYMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  [(R)-3-(3,4-dimethoxyphenyl)-1-(R)-(hydroxy(phenyl)methyl)propyl]carbamic acid tert-butyl ester 在 吡啶 、 对硝基苯磺酰氯 作用下， 以55%的产率得到tert-butyl N-[(1R,2R)-6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate
  参考文献：
  名称：

  Asymmetric synthesis of a dopamine D1 agonist, dihydrexidine from d-serine

  摘要：

  A scalable asymmetric synthesis of trans-2-amino-6,7-dimethoxy-1-phenyltetralin 2 and its N-nosyl derivative 12 have been achieved from Garner aldehyde derived from easily available D-serine using a stereoselective PhMgBr addition, Wittig reaction and TFA-mediated Friedel-Crafts cyclization as the key steps. The synthesis of dihydrexidine is accomplished from the N-nosyl-2-amino-1-phenyltetralin 12. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.014

文献信息

• Asymmetric synthesis of a dopamine D1 agonist, dihydrexidine from d-serine
  作者：Rajesh Malhotra、Amit Ghosh、Rajib Ghosh、Sagar Chakrabarti、Swarup Dutta、Tushar K. Dey、Subho Roy、Sourav Basu、Saumen Hajra

  DOI：10.1016/j.tetasy.2011.08.014

  日期：2011.7

  A scalable asymmetric synthesis of trans-2-amino-6,7-dimethoxy-1-phenyltetralin 2 and its N-nosyl derivative 12 have been achieved from Garner aldehyde derived from easily available D-serine using a stereoselective PhMgBr addition, Wittig reaction and TFA-mediated Friedel-Crafts cyclization as the key steps. The synthesis of dihydrexidine is accomplished from the N-nosyl-2-amino-1-phenyltetralin 12. (C) 2011 Elsevier Ltd. All rights reserved.