Fmoc-Gly-H

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-Gly-H
• 英文别名: 9H-fluoren-1-ylmethyl N-(2-oxoethyl)carbamate
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: DVQJCYOHFRVVLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Fmoc-Gly-H 、 盐酸左旋多巴甲酯 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以29%的产率得到(1R,3S)-1-[(N-fluorenyl)methoxycarbonyl]aminomethyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-6,7-dihydroxyisoquinoline
  参考文献：
  名称：

  A novel approach to the synthesis of diaza-bridged heterocycle derivatives

  摘要：

  A novel synthetic route of diaza-bridged heterocycles based on natural 3,9-diazabicyclo[3.3.1]non-6-ene scaffold has been accomplished. The synthetic approach consists of a Pictet-Spengler condensation of the L-Dopa-OMe with an appropriate aldehyde, Fmoo-Aa-H, followed by intramolecular lactamization. This approach generated two configurationally distinct products (cis and transisomers), increasing the stereochemical diversity of these compounds. The synthesized compounds are potentially useful in the discovery of novel pharmacologically active compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.010

文献信息

• MACROCYCLIC PEPTIDES USEFUL IN THE TREATMENT OF THROMBIN RELATED DISORDERS
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP0932619A1

  公开（公告）日：1999-08-04
• US5888971A
  申请人：——

  公开号：US5888971A

  公开（公告）日：1999-03-30
• [EN] MACROCYCLIC PEPTIDES USEFUL IN THE TREATMENT OF THROMBIN RELATED DISORDERS<br/>[FR] PEPTIDES MACROCYCLIQUES UTILES DANS LE TRAITEMENT DES TROUBLES ASSOCIES A LA THROMBINE
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：WO1997030080A1

  公开（公告）日：1997-08-21

  (EN) Compounds of Formula (I) and Formula (III) which are useful in the treatment of thrombin and trypsin related disorders.(FR) Composés de formule (I) et de formule (III) utiles dans le traitement des troubles associés à la thrombine et à la trypsine.
• A novel approach to the synthesis of diaza-bridged heterocycle derivatives
  作者：Isabel M. Gomez-Monterrey、Pietro Campiglia、Alessia Bertamino、Orazio Mazzoni、Maria V. Diurno、Ettore Novellino、Paolo Grieco

  DOI：10.1016/j.tet.2006.06.010

  日期：2006.8

  A novel synthetic route of diaza-bridged heterocycles based on natural 3,9-diazabicyclo[3.3.1]non-6-ene scaffold has been accomplished. The synthetic approach consists of a Pictet-Spengler condensation of the L-Dopa-OMe with an appropriate aldehyde, Fmoo-Aa-H, followed by intramolecular lactamization. This approach generated two configurationally distinct products (cis and transisomers), increasing the stereochemical diversity of these compounds. The synthesized compounds are potentially useful in the discovery of novel pharmacologically active compounds. (c) 2006 Elsevier Ltd. All rights reserved.