Phosphorus sulfide (P2S5) → HCID 22859298, compound

HRID 1440006Notes

Reaction equation

HRID 1440006 reaction equation
[C:1]([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=O)[NH:14][C:12]2=[O:13])[CH2:8][C@:7]1([F:21])O)(=[O:3])[CH3:2].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:23]>N1C=CC=CC=1>[C:1]([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=[S:23])[NH:14][C:12]2=[O:13])[CH2:8][C@@H:7]1[F:21])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 18641671HCID 18641671, compound

Product 1

HCID 22859298HCID 22859298, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5'-O-Acetyl-3'-fluorothymidine (400 mg, 1.4 mmoles) are heated under reflux for 24 hours with 933 mg of phosphorus pentasulfide in 32 mL of pyridine. After the solvent is driven off, the residue is fractionated by column chromatography on Kieselgel 40 and yields the desired compound as a yellow oil.

Sources & evidence

ORD record
ord-c2c0179bae274f0db048db8991a4ff93
Source dataset
uspto-grants-1996_03
Patent number
US05496935

Reaction notes

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