Reacción #3883

ord-5cde0d6b47b04ae18f76dd684a697a17

Ecuación de reacción

COC(=O)CCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](CCSC)NC(=O)OC(C)(C)C
title compound
COC(=O)CCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](CCSC)NC(=O)OC(C)(C)C
t-butoxycarbonyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide
C1COCCO1.Cl
hydrogen chloride dioxane
→
COC(=O)CCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](N)CCSC.COC(=O)CCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](N)CCSC.Cl.Cl.O
D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride hemihydrate

Reactantes

COC(=O)CCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](CCSC)NC(=O)OC(C)(C)C
title compound
COC(=O)CCCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@@H](CCSC)NC(=O)OC(C)(C)C
t-butoxycarbonyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide
C1COCCO1.Cl
hydrogen chloride dioxane

Reactivos

Ninguno

Disolventes

C1COCCO1
dioxane

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe volatiles were removed in vacuo
  2. 2
    Otrothe residue triturated thoroughly with diethyl ether
  3. 3
    OtroThe title compound (10.9 g) was collected as an analytically pure hydrochloride hemihydrate

Procedimiento

The title compound of Example 10 (12.0 g) was dissolved in 50 ml of dioxane to which was added 50 ml of 6M hydrogen chloride/dioxane. After about one hour, the volatiles were removed in vacuo and the residue triturated thoroughly with diethyl ether. The title compound (10.9 g) was collected as an analytically pure hydrochloride hemihydrate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04722922uspto-grants-1988_02