HuagongsheHuagongshe Chemistry Print Report · For research reference only
Di-tert-butyl dicarbonate → [1-(3,4-Difluorophenyl)-2hydroxy-propyl]-carbamic acid-tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | 1-Amino-2-(3,4-difluorophenyl)propan-2-ol | HCID 22993445 | — |
| Reactant | 2-Amino-2-(3,4-difluorophenyl)propan-1-ol | HCID 22993475 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | [1-(3,4-Difluorophenyl)-2hydroxy-propyl]-carbamic acid-tert-butyl ester | HCID 22048785 | 60.1% |
| Product | [2-(3,4-Difluorophenyl)-2-hydroxy-propyl]-carbamic acid-tert-butyl ester | HCID 22993544 | — |
Reaction Steps
To a solution of 1-amino-2-(3,4-difluorophenyl)-propan-2-ol and 2-amino-2-(3,4-difluorophenyl)-propan-l-ol (1.2 g, 6.4 mmol) in CHCl3 (50 mL) at 0° C. was added a solution of di-tert-butyl dicarbonate (1.74 g, 7.9 mmol) in CHCl3 (10 mL) in one portion and the resulting solution was stirred overnight at room temperature. The solvent was removed in vacuo and the residue was subjected to column chromatography on silica gel (2:1 hexane-EtOAc followed by EtOAc) to obtain [2-(3,4-difluorophenyl)-2-hydroxy-propyl]-carbamic acid-tert-butyl ester and [1-(3,4-Difluorophenyl)-2-hydroxy-propyl]-carbamic acid-tert-butyl ester as a white solid (1.1 g, 60.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06620815B1 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-a1768436cde84befad5260a3cac9911c |
| Source note | uspto-grants-2003_09 |