Reacción #66939

ord-6ff94a40cbe94c12bb7d85c1cae3b3fd

Ecuación de reacción

COc1cc(OP(=O)(OCc2ccccc2)OCc2ccccc2)cc(-c2cc(OP(=O)(OCc3ccccc3)OCc3ccccc3)c3cc4c(cc3n2)OCO4)c1
167
COc1cc(OP(=O)(OCc2ccccc2)OCc2ccccc2)cc(-c2cc(OP(=O)(OCc3ccccc3)OCc3ccccc3)c3cc4c(cc3n2)OCO4)c1
Dibenzyl 2-(3-([bis-[(benzyl)oxy]]phosphoryl)oxy-5-methoxyphenyl) -6,7-methylenedioxyquinolin-4-yl phosphate
→
COc1cc(OP(=O)(OCc2ccccc2)OCc2ccccc2)cc(C2=Nc3cc4c(cc3C(=O)C2)OCO4)c1
168
Rendimiento 45.0%
COc1cc(OP(=O)(OCc2ccccc2)OCc2ccccc2)cc(C2=Nc3cc4c(cc3C(=O)C2)OCO4)c1
2-(3-([bis-[(benzyl)oxy]]phosphoryl)oxy-5-methoxyphenyl)-6,7-methylenedioxyquinolin-4-one
Rendimiento 45.0%

Reactantes

COc1cc(OP(=O)(OCc2ccccc2)OCc2ccccc2)cc(-c2cc(OP(=O)(OCc3ccccc3)OCc3ccccc3)c3cc4c(cc3n2)OCO4)c1
167
COc1cc(OP(=O)(OCc2ccccc2)OCc2ccccc2)cc(-c2cc(OP(=O)(OCc3ccccc3)OCc3ccccc3)c3cc4c(cc3n2)OCO4)c1
Dibenzyl 2-(3-([bis-[(benzyl)oxy]]phosphoryl)oxy-5-methoxyphenyl) -6,7-methylenedioxyquinolin-4-yl phosphate

Reactivos

Ninguno

Disolventes

CO
methanol

Condiciones de reacción

Temperatura
25°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe precipitates were collected
  2. 2
    Otropurified by column chromatography (SiO2, EtOAc)

Procedimiento

A suspension of 0.92 g (1.11 mmol) of 167 in 100 mL of methanol was stirred at 25° C. for 48 h. The precipitates were collected and purified by column chromatography (SiO2, EtOAc) to give 168.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524740B2uspto-grants-2013_09