HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 178508933, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-((Acetyloxy)methoxy)ethyl acetate | HCID 100999 | — |
| Reactant | Diacetylguanine | HCID 136360183 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178508933 | HCID 178508933 | — |
Reaction Steps
Matsumoto in Chem Pharm Bull, 36(3), 1153-1157 and JP 63-107982 teaches a process for the synthesis of acyclovir(Ia) by condensation of diacetyl guanine (DAG Va) with 2-oxa-1,4-butanediol diacetate (OBDDA, VIIa) in DMSO in presence of an acid catalyst to get a mixture of N-9/N-7 isomer (66:26). The former is isolated by column chromatography and deacetylated with methanolic ammonia to give acyclovir. Overall yield of acyclovir from guanine is 42%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05821367 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-5825b520528642f6bbfe1b0fcb252da6 |
| Source note | uspto-grants-1998_10 |