Acetic Anhydride → HCID 86742691, compound

HRID 2292229Notes

Reaction equation

[C@@H:1]1([NH:10][C:11]2[C:20]3[CH:19]=[N:18][CH2:17][N:16]([NH2:21])[C:15]=3[N:14]=[CH:13][N:12]=2)[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@H:2]1[OH:3].C(O[C:26](=[O:28])[CH3:27])(=O)C>>[C:2]([O:3][C@@H:2]1[C@H:4]([O:5][C:4](=[O:5])[CH3:6])[C@@H:6]([CH2:8][O:9][C:26](=[O:28])[CH3:27])[O:7][C@H:1]1[NH:10][C:11]1[C:20]2[CH:19]=[N:18][CH2:17][N:16]([NH2:21])[C:15]=2[N:14]=[CH:13][N:12]=1)(=[O:3])[CH3:1]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 86742689HCID 86742689, compound

Product 1

HCID 86742691HCID 86742691, compound

Procedure

reacting said N4 -(β-D-ribofuranosyl)pyrimido[4,5-d]pyrimidine-4,8-diamine with acetic anhydride in the presence of an acid scavenger to produce N4 -(2,3,5-tri-O-acetyl β-D-ribofuranosyl)pyrimido[4,5-d]pyrimidine-4,8-diamine or, alternatively reacting said N4 -(β-D-ribofuranosyl)pyrimido[4,5-d]pyrimidine-4,8-diamine with phosphoryl chloride in trimethylphosphate at a temperature below about 10° C. to produce N4 -(5-O-phosphono-β-D-ribofuranosyl)pyrimido[4,5-d]pyrimidine-4,8-diamine.

Sources & evidence

ORD record: ord-6d1031a49ef34ecbadee2973f8a36b2e
Source dataset: uspto-grants-1989_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04801698

Reaction notes

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