HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorobenzaldehyde → HCID 59975336, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| 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 | — |
| Product | HCID 59975336 | HCID 59975336 | 21.5% |
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) (200 mg, 0.4 mmol), sodium triacetoxyborohydride (152 mg, 0.72 mmol) and 4-chlorobenzaldehyde (75 mg, 0.53 mmol). The product was purified by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol (98:2) gradually increasing polarity to dichloromethane:methanol (90:10), which gave the title compound (53 mg) as a foam. MS: 615 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326359B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-2928481d82ff44f7ba1c82ea5fe500a2 |
| Source note | uspto-grants-2001_12 |