Reacción #336809

ord-7e3479aa1e264c84b954c84b0aa12985

Ecuación de reacción

CCOC(=O)CCOCC(COCCC(=O)OCC)NC(=O)CCNC(=O)OCc1ccccc1
diester
CCOC(=O)CCOCC(COCCC(=O)OCC)NC(=O)CCNC(=O)OCc1ccccc1
3-[2-(3-Benzyloxycarbonylaminopropionylamino)-3-(2-ethoxycarbonylethoxy)-propoxy]-propionic acid ethyl ester
[Na+].[OH-]
NaOH
O=C(O)CCOCC(COCCC(=O)O)NC(=O)CCNC(=O)OCc1ccccc1
diacid
O=C(O)CCOCC(COCCC(=O)O)NC(=O)CCNC(=O)OCc1ccccc1
3-[2-(3-Benzyloxycarbonylaminopropionylamino)-3-(2-carboxy-ethoxy)propoxy]-propionic acid

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe compound 8 was prepared

Procedimiento

The compound 8 was prepared using General Procedure A with diester 29 (1.32 g, 2.66 mmol) and an aqueous NaOH solution (0.85 g, 21.29 mmol in 10 mL of H2O) in methanol (10 mL). The desired diacid (8) was obtained in 96% (1.12 g) yield as a colorless syrup. 1H NMR (CDCl3): δ 7.32 (m, 5H, ArH), 6.59 (s, 1H, NH), 5.54 (s, 1H, NH), 5.08 (s, 2H, OCH2Ar), 4.18 (m, 1H, CH), 3.69 (m, 4H, CH2O), 3.56 (m, 2H, CH2O), 3.45 (m, 4H, CH2NHCO and CH2O), 2.55 (m, 4H, CH2O), 2.43 (m, 2H, CH2CO); ESI-MS m/z 475[M+Cl]−; 463[M+Na]+, 441 [M+H]+, 439[M−H]−.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07862807B2uspto-grants-2011_01