HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → (1R,2S)-2-amino-1-(quinolin-3-yl)propan-1-ol dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Aluminum isopropoxide | HCID 11143 | — |
| Reactant | (S)-tert-butyl 1-oxo-1-(quinolin-3-yl)propan-2-ylcarbamate | HCID 59339907 | — |
| Reactant | (1R,2S)-2-amino-1-[4-(methylthio)phenyl]propan-1-ol hydrochloride | HCID 66688026 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (1R,2S)-2-amino-1-(quinolin-3-yl)propan-1-ol dihydrochloride | HCID 66686852 | — |
Reaction Steps
Following the procedure described for preparation of 29b. Starting from (S)-tert-butyl 1-oxo-1-(quinolin-3-yl)propan-2-ylcarbamate (42c, 1.6 g, 5.33 mmol), Aluminium isopropoxide (0.68 g, 3.33 mmol) and 2-propanol (4.5 mL, 59.16 mmol) in toluene (7 mL) stirred at +50° C. in sealed reaction tube flushed with argon for 16 hours. Work up and deprotection of the intermediate BOC-protected amine afforded the subtitle compound as a colourless solid. Yield 1.29 g (88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030340B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-f573b2294e3f4745b3ae7fc31bcda453 |
| Source note | uspto-grants-2011_10 |