HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibenzylamine → {5-{(1R)-2-[Bis(phenylmethyl)amino]-1-hydroxyethyl}-2-[(phenylmethyl)oxy]phenyl}formamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibenzylamine | HCID 7656 | — |
| Reactant | (R)-N-(2-(Benzyloxy)-5-(oxiran-2-yl)phenyl)formamide | HCID 11489356 | — |
| Product | {5-{(1R)-2-[Bis(phenylmethyl)amino]-1-hydroxyethyl}-2-[(phenylmethyl)oxy]phenyl}formamide | HCID 86606166 | — |
Reaction Steps
A mixture of {5-[(2R)-2-oxiranyl]-2-[(phenylmethyl)oxy]phenyl}formamide (WO 0276933) (200 mg) and dibenzylamine (0.75 ml) were heated in a microwave oven at 150° for 30 min. The mixture was allowed to cool to 20° and was purified on a silica SPE bond elut cartridge (10 g) using a gradient of 0% to 50% EtOAc in cyclohexane (Gradmaster™). The appropriate fractions were evaporated in vacuo and the residue further purified by mass-directed autopreparative HPLC to give the title compound (123 mg). LCMS RT=2.75 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538127B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-a554398fb4514f4a8337416e4ec43232 |
| Source note | uspto-grants-2009_05 |