HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-3-(Benzyl((S)-1-phenylethyl)amino)heptan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | (S)-3-(Benzyl((S)-1-phenylethyl)amino)heptanoic acid | HCID 68414644 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-3-(Benzyl((S)-1-phenylethyl)amino)heptan-1-ol | HCID 68752972 | 52.1% |
Reaction Steps
The product from step (iii) (12 g) was dissolved in THF (120 mL) and borane-tetrahydrofuran complex (1M in THF, 132.3 ml) added dropwise. The reaction mixture was stirred at rt overnight then MeOH was added followed by 2M HCl (20 mL). The mixture was evaporated and the residue taken up in MeOH and purified via SCX resin and the residue was further purified via column chromatography eluting with 10-20% EtOAc in isohexane to give the subtitle compound 6 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268990B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-997b1e34ac4646178d2a8f005f1bbd5d |
| Source note | uspto-grants-2012_09 |