反応 #1447086

ord-5626f63031f94706af168d5c2b0968a9

反応方程式

Cl.N[C@H](CCc1ccccc1)C(=O)O
D-Homophenylalanine hydrochloride
OCc1ccccc1
benzyl alcohol
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
Cc1ccc(S(=O)(=O)O)cc1.N[C@H](CCc1ccccc1)C(=O)OCc1ccccc1
title product
収率 83.7%
Cc1ccc(S(=O)(=O)O)cc1.N[C@H](CCc1ccccc1)C(=O)OCc1ccccc1
D-Homophenylalanine Benzyl ester Tosylate
収率 83.7%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度at reflux in Dean Stark apparatus during 5 hrs
  2. 2
    workup.DISTILLATIONafter which time additional benzene (100 mL) was distilled from reaction mixture
  3. 3
    その他The residue was triturated with diethyl ether
  4. 4
    ろ過the solid was filtered
  5. 5
    その他dried

実験手順

A solution of D-Homophenylalanine hydrochloride (1.7 g, 7.93 mmol), benzyl alcohol (7.2 mL, 64.0 mmol) and p-toluenesulfonic acid monohydrate (1.8 g, 9.5 mmol) in benzene (30 mL) was heated at reflux in Dean Stark apparatus during 5 hrs, after which time additional benzene (100 mL) was distilled from reaction mixture. The residue was triturated with diethyl ether, the solid was filtered and dried to give title product (2.93 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07879795B2uspto-grants-2011_02