Réaction #1269862

ord-e5b747c3e0a44d2a8315ea3c1e555ae6

Équation de réaction

CCCCOC(=O)N1CCN(C(=O)[C@@H](N)C(C)C)CC1
4-((S)-2-amino-3-methyl-butyryl)-piperazine-1-carboxylic acid butyl ester
O=C(O)c1csc(-c2ccccc2)n1
phenyl-1,3-thiazole-4-carboxylic acid
→
CCCCOC(=O)N1CCN(C(=O)[C@@H](NC(=O)c2csc(-c3ccccc3)n2)C(C)C)CC1
4-{(S)-3-Methyl-2-[(2-phenyl-thiazole-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid butyl ester

Réactifs

CCCCOC(=O)N1CCN(C(=O)[C@@H](N)C(C)C)CC1
4-((S)-2-amino-3-methyl-butyryl)-piperazine-1-carboxylic acid butyl ester
O=C(O)c1csc(-c2ccccc2)n1
phenyl-1,3-thiazole-4-carboxylic acid

Réactifs

Aucun

Solvants

ClCCl
CH2Cl2

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThis compound was prepared
  2. 2
    AutreThe compound was however purified by CC (EtOAc/Hept 0:1 to EtOAc/Hept 1:0)

Mode opératoire

This compound was prepared using a method analogous to that of Example 8, step 8.3, 4-((S)-2-amino-3-methyl-butyryl)-piperazine-1-carboxylic acid butyl ester (prepared as described in WO2008044217) replacing piperazine-1-carboxylic acid butyl ester, phenyl-1,3-thiazole-4-carboxylic acid replacing intermediate 8.2 and using CH2Cl2 instead of CH2Cl2/THF. The compound was however purified by CC (EtOAc/Hept 0:1 to EtOAc/Hept 1:0).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08664203B2uspto-grants-2014_03