HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanobenzaldehyde → HCID 69534073, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanobenzaldehyde | HCID 66042 | — |
| 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 69534073 | HCID 69534073 | 42.3% |
Reaction Steps
The title compound was prepared by a similar method to example 5 from (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino}-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (example 1) (400 mg, 0.82 mmol), sodium triacetoxyborohydride (260 mg, 1.22 mmol) and 4-cyanobenzaldehyde (120 mg, 0.9 mmol) The product was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane:methanol:ammonia (92:7:1) gradually increasing polarity to dichloromethane:methanol:ammonia (90:10:1), which gave the title compound (210 mg) as a foam. MS: 606 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326359B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-9df229c03826494fbce898ab1e464c15 |
| Source note | uspto-grants-2001_12 |