Phosphorus oxychloride → HCID 19776311, compound

HRID 1612617Notes

Reaction equation

[F:1][C:2]([F:13])([F:12])[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][OH:11])=[O:4].[P:14](Cl)([Cl:17])([Cl:16])=O>>[F:1][C:2]([F:12])([F:13])[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][P:14]([Cl:17])[Cl:16])=[O:4]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 4459265N-(5-Hydroxypentyl)trifluoroacetamide

Product 1

HCID 19776311HCID 19776311, compound

Procedure

3',5'-Bis-(5-aminopentylphosphoryl)-thymidine of step 7 may also be prepared by reacting 5-trifluoroacetamido-pentanol with phosphoryl chloride, forming 5-trifluoroacetamidopentylphosphorodichloridite, that can be reacted in pyridine with thymidine followed by hydrolysis in aqueous piperidine.

Sources & evidence

ORD record: ord-0dae12c5a85640c4aeded7e61f775b74
Source dataset: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05190864

Reaction notes

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