HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxyacetaldehyde → HCID 59975335, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxyacetaldehyde | HCID 91563 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | (2R,3R,4S,5R)-2-{2-(Aminomethyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol | HCID 9897827 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59975335 | HCID 59975335 | 36.2% |
Reaction Steps
The title compound was prepared by a similar method to example 5 using (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino}-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (320 mg, 0.63 mmol) (example 1), 2-methoxyacetaldehyde (53 mg, 0.63 mmol) and sodium triacetoxyborohydride (210 mg, 0.95 mmol) in tetrahydrofuran (22 ml). The product was purified by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol:ammonia (92:8:0.4) to give the title compound (125 mg) as a foam. MS: 548 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326359B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-86f20a8b76dc455782ad5c4e8576d832 |
| Source note | uspto-grants-2001_12 |