HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanecarboxaldehyde → (2R,3R,4S,5R)-2-[2-{[(Cyclohexylmethyl)amino]methyl}-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl]-5-(methoxymethyl)tetrahydro-3,4-furandiol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanecarboxaldehyde | HCID 16275 | — |
| 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 | (2R,3R,4S,5R)-2-[2-{[(Cyclohexylmethyl)amino]methyl}-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl]-5-(methoxymethyl)tetrahydro-3,4-furandiol | HCID 10188624 | 46.9% |
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) (110 mg, 0.22 mmol), cyclohexanecarboxaldehyde (22 mg, 0.20 mmol) and sodium tnacetoxyborohydnde (70 mg, 0.33 mmol) to afford the title compound as a solid (55 mg). MS: 587 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326359B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-7e5ad5fb2911478fb6a59b44ccfc921d |
| Source note | uspto-grants-2001_12 |