Reacción #3076

ord-5c175917ded84c229e4c8ca00b6486e9

Ecuación de reacción

CCOC(=O)CN.Cl
glycine ethyl ester hydrochloride
CCN(CC)CC
triethylamine
C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
O=C1CCC(=O)N1O
N-hydroxysuccinimide
CN(C)C=O
DMF
CCOC(=O)CNC(=O)CCCn1cnc2c1N=CNCC2O
N-(4-(3,6,7,8-tetrahydro-imidazo[4,5-d]-[1,3]diazepin-8-ol-3-yl)butyryl)glycine ethyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónfiltered

Procedimiento

A mixture of 1 mmol of 3-(3'-carbobenzyloxypropyl)coformycin aglycone and10 mg of 10% Pd/C in 4 mL of methanol was subjected to hydrogenation. After filtration and removal of the solvent, 3-(3'-carboxypropyl)coformycin aglycone was obtained. This product, 2 mmol glycine ethyl ester hydrochloride, 2 mmol triethylamine, 2 mmol dicyclohexylcarbodiimide and 2 mmol N-hydroxysuccinimide in 10 mL DMF were stirred 16 h and filtered. Chromatography provided N-(4-(3,6,7,8-tetrahydro-imidazo[4,5-d]-[1,3]diazepin-8-ol-3-yl)butyryl)glycine ethyl ester.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05731432uspto-grants-1998_03