N-[(Phenylmethoxy)carbonyl]-L-isoleucine → Ethyl N-Carbobenzyloxy-L-isoleucyl-N-(3-pyridyl)glycinate

HRID 2413104Notes

Reaction equation

HRID 2413104 reaction equation
[C:1]([NH:11][C@H:12]([C:17]([OH:19])=O)[C@H:13]([CH2:15][CH3:16])[CH3:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([NH:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH:21]=1>C(Cl)Cl>[C:1]([NH:11][C@H:12]([C:17]([N:26]([C:22]1[CH:21]=[N:20][CH:25]=[CH:24][CH:23]=1)[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:19])[C@H:13]([CH2:15][CH3:16])[CH3:14])([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

Participants

4

Reactant 2

HCID 2724772N-[(Phenylmethoxy)carbonyl]-L-isoleucineHCID 20255549ethyl N-(3-pyridyl)-glycinate

Product 1

HCID 54257317Ethyl N-Carbobenzyloxy-L-isoleucyl-N-(3-pyridyl)glycinate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A methylene chloride solution of N-carbobenzyloxy-L-isoleucine and ethyl N-(3-pyridyl)-glycinate was treated with N,N-dicyclohexylcarbodiimide as in example 5A. Purification of the product was accomplished by chromatography on silica-gel.

Workup

  1. customPurification of the product

Sources & evidence

ORD record
ord-d5661415b78f4564b03fe4fd0211cd80
Source dataset
uspto-grants-1985_01
Patent number
US04496542

Reaction notes

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