Réaction #1269853

ord-02d982387bfb4925a35fe8e398cd0776

Équation de réaction

CCOC(=O)N1CCN(C(=O)[C@@H](N)CCC(=O)OC(C)(C)C)CC1
4-((S)-2-amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester
O=C(O)C(F)(F)F
TFA
→
CCOC(=O)N1CCN(C(=O)[C@@H](N)CCC(=O)O)CC1.O=C(O)C(F)(F)F
desired product
CCOC(=O)N1CCN(C(=O)[C@@H](N)CCC(=O)O)CC1.O=C(O)C(F)(F)F
4-((S)-2-Amino-4-carboxy-butyryl)-piperazine-1-carboxylic acid ethyl ester trifluoroacetate salt

Réactifs

CCOC(=O)N1CCN(C(=O)[C@@H](N)CCC(=O)OC(C)(C)C)CC1
4-((S)-2-amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester
O=C(O)C(F)(F)F
TFA

Réactifs

Aucun

Solvants

ClCCl
CH2Cl2

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solution was evaporated to dryness

Mode opératoire

To a solution of 4-((S)-2-amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester (0.8 g, prepared as described in WO2006114774) in CH2Cl2 (15 mL) was added TFA (15 mL) and the reaction mixture stirred for 2 h at RT. The solution was evaporated to dryness to give 0.9 g of the desired product as clear oil.

Source

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