HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Naphthaldehyde → HCID 178455232, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Naphthaldehyde | HCID 6195 | — |
| Reactant | Sodium Pyrosulfite | HCID 656671 | — |
| Reactant | 4-{[(1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]-oxy}methyl)cyclopentyl]oxy}pyridine-2,3-diamine | HCID 66797960 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178455232 | HCID 178455232 | 68% |
Reaction Steps
A mixture of 1-naphthalenecarboxaldehyde (115 mg, 0.000738 mol), 4-{[(1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclo pentyl]oxy}pyridine-2,3-diamine (115.1 mg, 0.0002460 mol) and sodium metabisulfite (0.140 g, 0.000738 mol) in acetonitrile (2.00 mL) was subject to microwave irradiation at 180° C. for 25 mins. The mixture was filtered and the filtrate was concentrated. The residue was purified by preparative plate chromatography (25% EtOAc/hexanes) to afford the title compound (0.101 g, 68%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481550B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-4027fcb06b5645deac0a0ea641e0b0ef |
| Source note | uspto-grants-2013_07 |