trityl-D-serine benzylamide | 1085337-38-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: trityl-D-serine benzylamide
• 英文别名: N-trityl-D-serine benzylamide；Trt-D-Ser-NHBn；N-benzyl-N2-trityl-D-serinamide；(2R)-N-benzyl-3-hydroxy-2-(tritylamino)propanamide
• CAS: 1085337-38-7
• 化学式: C₂₉H₂₈N₂O₂
• 分子量: 436.554
• InChiKey: GXSNWOFNEBLUOB-HHHXNRCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  61.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trityl-D-serine benzylamide 生成 N-benzyl-O-methyl-N2-trityl-D-serinamide
  参考文献：
  名称：

  Intermediate compounds and their use in preparation of lacosamide

  摘要：

  本发明涉及新化合物及其用于制备拉科萨胺的用途。本发明还考虑使用一般式II、IIa或IIb的新化合物作为中间体制备拉科萨胺的过程。 其中，R1为—OH或—OMe；R2为—OH或—NH—CH2—C6H5。

  公开号：

  US08378142B2
• 作为产物：
  描述：

  苄胺 、 N-trityl-serine 在 苄胺 作用下， 生成 trityl-D-serine benzylamide
  参考文献：
  名称：

  Intermediate compounds and their use in preparation of lacosamide

  摘要：

  本发明涉及新化合物及其用于制备拉科萨胺的用途。本发明还考虑使用一般式II、IIa或IIb的新化合物作为中间体制备拉科萨胺的过程。 其中，R1为—OH或—OMe；R2为—OH或—NH—CH2—C6H5。

  公开号：

  US08378142B2

文献信息

• Intermediate for producing lacosamide and a process for its preparation and conversion to lacosamide
  申请人：Archimica GmbH

  公开号：EP2399901A1

  公开（公告）日：2011-12-28

  The invention relates to R)-1-Benzylcarbamoyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester (compound III) with an ee of greater than 90%. and a process for producing the same

  这项发明涉及具有大于90%的ee的(R)-1-苄基氨甲酰-2-羟基乙基)-氨甲酸叔丁酯（化合物III）以及生产该化合物的方法
• PROCESS FOR THE PREPARATION OF LACOSAMIDE
  申请人：Muddasani Pulla Reddy

  公开号：US20130035508A1

  公开（公告）日：2013-02-07

  Present invention relates to an improved and commercial process for the preparation of lacosamide ((R)-2-acetami-do-N-benzyl-3-methoxypropanamide) of formula (I). Present process utilizes high purity crystalline solids of formulae (XXXII) and (XIII) as key intermediates. Lacosamide is indicated for the adjunctive treatment of partial onset seizures in patients aged at least 17 years.

  本发明涉及一种改进的商业化过程，用于制备拉考酰胺（(R)-2-乙酰胺基-N-苄基-3-甲氧基丙酰胺）的化学式(I)。目前的工艺利用化学式(XXXII)和(XIII)的高纯度结晶固体作为关键中间体。拉考酰胺适用于至少17岁的患者的部分发作性癫痫的辅助治疗。
• INTERMEDIATE COMPOUNDS AND THEIR USE IN PREPARATION OF LACOSAMIDE
  申请人：Madhra Mukesh Kumar

  公开号：US20090143472A1

  公开（公告）日：2009-06-04

  The present invention is concerned with novel compounds and their use for the preparation of lacosamide. The present invention also contemplates processes for the preparation of lacosamide employing the novel compound of general Formula II, Formula IIa or Formula IIb as intermediate. Wherein R 1 is —OH or —OMe; R 2 is —OH or —NH—CH 2 —C 6 H 5 .

  本发明涉及新型化合物及其用于制备拉科萨胺的用途。本发明还考虑使用一般式II、IIa或IIb的新型化合物作为中间体来制备拉科萨胺的过程。其中，R1为—OH或—OMe；R2为—OH或—NH—CH2—C6H5。
• Process for producing Lacosamide
  申请人：Euticals GmbH

  公开号：EP2444390B1

  公开（公告）日：2017-02-01
• Ring-Opening of Aziridine-2-Carboxamides with Carbohydrate C1-<i>O</i>-Nucleophiles. Stereoselective Preparation of α- and β-<i>O</i>-Glycosyl Serine Conjugates
  作者：Daniel A. Ryan、David Y. Gin

  DOI：10.1021/ja804589j

  日期：2008.11.19

  The stereoselective formation of the alpha-GalNAc-Ser linkage via the ring opening of aziridine-2-carboxamides with pyranose C1-O-nucleophiles is described. The process is tolerant to the native C2-NHAc group, can be modulated to provide either the alpha- or beta-glycoside through judicious choice of solvent and metal counterion, and is amenable to other classes of O-glycosyl-Ser constructs such as the B-GlcNAc-Ser and alpha-Man-Ser linkages. This coupling reaction also led to the development of the o-allylbenzyl (ABn) moiety as a new C-terminus carboxyl protective group, which allows for the use of novel methods for N- and C-terminus extension of amino acids following carbohydrate conjugation.