4-Bromophenol → 4-Bromophenyl phosphorodichloridate

HRID 991859Notes

Reaction equation

HRID 991859 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

One embodiment of the invention provides a method of preparing AZT-5′-(para-bromophenyl methoxyalaninyl phosphate) in a single reaction vessel without purification of the intermnediates 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 phosphorochloridate is reacted with AZT.

Workup

  1. customOne embodiment of the invention provides
  2. customwithout purification of the intermnediates
  3. customformed

Sources & evidence

ORD record
ord-6204d024c6af4c8b82d4e61d56d48fd4
Source dataset
uspto-grants-2002_10
Patent number
US06465641B1

Reaction notes

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