Réaction #2358548

ord-449d3097167e493c8c9a845c5c0fcd13

Équation de réaction

CC(C)c1cc(-c2nnc(O)n2-c2ccc3c(c2)CCC3)c(O)cc1OP(=O)(OCc1ccccc1)OCc1ccccc1
8
CC(C)c1cc(-c2nnc(O)n2-c2ccc3c(c2)CCC3)c(O)cc1OP(=O)(OCc1ccccc1)OCc1ccccc1
dibenzyl 4-(4-(2,3-dihydro-1H-inden-5-yl)-5-hydroxy-4H-1,2,4-triazol-3-yl)-5-hydroxy-2-isopropylphenyl phosphate
CC(C)c1cc(-c2nnc(O)n2-c2ccc3c(c2)CCC3)c(O)cc1OP(=O)(O)O
phosphate
Rendement 86.9%
CC(C)c1cc(-c2nnc(O)n2-c2ccc3c(c2)CCC3)c(O)cc1OP(=O)(O)O
4-(4-(2,3-dihydro-1H-inden-5-yl)-5-hydroxy-4H-1,2,4-triazol-3-yl)-5-hydroxy-2-isopropylphenyl dihydrogen phosphate
Rendement 86.9%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationThe catalyst was filtered off
  2. 2
    workup.ADDITIONthe crude product was reslurried in 98:2 mixture of diethylether

Mode opératoire

A solution of 0.15 g (0.24 mmols) of 8 and 25 mg of Pd—C catalyst in 20 mL of anhydrous ethanol was subjected to hydrogenation conditions at 1 atm pressure for 2 h. The catalyst was filtered off and the crude product was reslurried in 98:2 mixture of diethylether:ethanol to afford 90 mg of the phosphate 9 as off white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09120745B2uspto-grants-2015_09