HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2S)-2-amino-3-{3-[(trimethylsilyl)ethynyl]phenyl}propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | tert-butyl ((1S)-2-hydroxy-1-{3-[(trimethylsilyl)ethynyl]benzyl}ethyl)carbamate | HCID 86681467 | — |
| Product | (2S)-2-amino-3-{3-[(trimethylsilyl)ethynyl]phenyl}propan-1-ol | HCID 86681469 | 102.7% |
Reaction Steps
tert-Butyl ((1S)-2-hydroxy-1-{3-[(trimethylsilyl)ethynyl]benzyl}ethyl)carbamate (0.84 g, 2.4 mmol), methanol (2.0 mL, 49 mmol), and 4.0 M hydrogen chloride in dioxane (5.0 mL, 20 mmol) were mixed together and stirred at room temperature for 1 h. The solvent was removed under vacuum to give 0.61 g (98% yield) of the desired product. LC-MS found: 248.0 (m+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895571B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-78fe68ece2bf4524acf71f2880b8b88f |
| Source note | uspto-grants-2014_11 |