Reacción #1785955

ord-5e257dc476cb489c9863485dcab39fb6

Ecuación de reacción

CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21
(R)-(−)-2-[3-[3-(1 -tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]phenyl]-2-methylpropionic acid
[Na+].[OH-]
sodium hydroxide
→
CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)[O-])c2)CN(C2CCCCC2)c2ccccc21.[Na+]
title compound
CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)[O-])c2)CN(C2CCCCC2)c2ccccc21.[Na+]
sodium (R)-2-[3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]phenyl]-2-methylpropionate

Reactantes

CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21
(R)-(−)-2-[3-[3-(1 -tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]phenyl]-2-methylpropionic acid
[Na+].[OH-]
sodium hydroxide

Reactivos

Ninguno

Disolventes

CO
methanol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe solution was concentrated under reduced pressure
  2. 2
    OtroThe residue was purified through HP-20 (“Diaion”, product of Mitsubishi Chemical Corporation) by means of water and methanol

Procedimiento

To a solution of (R)-(−)-2-[3-[3-(1 -tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)ureido]phenyl]-2-methylpropionic acid (960 mg) in methanol (10 mL), 1 N sodium hydroxide (1.79 mL) was added. The solution was concentrated under reduced pressure. The residue was purified through HP-20 (“Diaion”, product of Mitsubishi Chemical Corporation) by means of water and methanol. The thus-purified residue was lyophilized, whereby the title compound (900 mg) was obtained.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06344452B1uspto-grants-2002_02