反应 #1483154

ord-045139691523409d8f37fb8c500cb799

反应方程式

CCOC(=O)[C@@]1(NC(=O)OCc2ccccc2)CC(=O)NC1=O
(R)-2-Benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide
CCOC(=O)[C@@]1(N)CC(=O)NC1=O
title compound
收率 93.0%
CCOC(=O)[C@@]1(N)CC(=O)NC1=O
(R)-2-amino-2-ethoxycarbonylsuccinimide
收率 93.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他was performed at room temperature under a hydrogen atmosphere
  2. 2
    其他After the catalyst was removed by filtration
  3. 3
    浓缩the filtrate was concentrated under reduced pressure
  4. 4
    其他The residue was recrystallized from ethanol

实验过程

(R)-2-Benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide (80 mg) was dissolved in ethanol (10 mL), the solution was added with 5% palladium/carbon (4 mg), and catalytic hydrogenation was performed at room temperature under a hydrogen atmosphere. After the catalyst was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was recrystallized from ethanol to obtain the title compound (43 mg, yield: 93%) as colorless crystals. Optical rotation [α]D24 was −35.9° (c 0.22, ethanol). Optical purity was more than 99.9% ee.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08900830B2uspto-grants-2014_12