HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Isopropoxybenzaldehyde → HCID 59975299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Isopropoxybenzaldehyde | HCID 250077 | — |
| 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 59975299 | HCID 59975299 | 18% |
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 (example 1) (225 mg, 0.46 mmol), sodium triacetoxyborohydnde (212 mg, 1.0 mmol) and 4-isopropoxybenzaldehyde (84 mg, 0.51 mmol) in tetrahydrofuran (15 ml). The product was purified by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol:ammonia (95:5:0.5). This gave the title compound (53 mg) as a foam. MS: 639 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326359B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-d7d98927d73c491cbac2ff8ffa023f73 |
| Source note | uspto-grants-2001_12 |