4-Bromophenol → 4-Bromophenyl phosphorodichloridate

HRID 991861Notes

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

Reactant 2

HCID 78084-Bromophenol

HCID 24813Phosphorus oxychloride

Product 1

HCID 218645514-Bromophenyl phosphorodichloridate

Procedure

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.

Sources & evidence

ORD record: ord-9fcd662047fe45f7b7d9868ad265af88
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06465641B1

Reaction notes

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