4-Bromophenol → 4-Bromophenyl phosphorodichloridate

HRID 991862Notes

Reaction equation

HRID 991862 reaction equation
[P:1]([Cl:5])(Cl)([Cl:3])=[O:2].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1>>[P:1]([Cl:5])([Cl:3])(=[O:2])[O:13][C:10]1[CH:11]=[CH:12][C:7]([Br:6])=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 78084-BromophenolHCID 24813Phosphorus oxychloride

Product 1

HCID 218645514-Bromophenyl phosphorodichloridate

Procedure

Another embodiment of the invention provides a method of preparing d4T-5′-(para-bromophenyl methoxyalaninyl phosphate) in a single reaction vessel without purification of the intermediates formed. Phosphorous oxychloride is reacted with a para-bromophenol moiety to form para-bromophenyl phosphorodichloridate. Without purification, the para-bromophenyl phosphorodichloridate is contacted with alanine methyl ester to produce para-bromophenyl methoxyalaninyl phosphorochloridate. Without purification, the para-bromophenyl methoxyalaninyl phosphorodichloridate is reacted with d4T.

Workup

  1. customAnother embodiment of the invention provides
  2. customwithout purification of the intermediates
  3. customformed

Sources & evidence

ORD record
ord-258c5e9db7984ee5a730c8cacf7dc386
Source dataset
uspto-grants-2002_10
Patent number
US06465641B1

Reaction notes

Loading…