HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen chloride-ethyl acetate → (2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | N2-(tert-butoxycarbonyl)-N,N,O-trimethyl-L-threoninamide | HCID 86678875 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (2S,3R)-2-amino-3-methoxy-N,N-dimethyl-butanamide | HCID 86678876 | 96.5% |
Reaction Steps
To a solution of N2-(tert-butoxycarbonyl)-N,N,O-trimethyl-L-threoninamide (2.02 g) in ethyl acetate (10 mL) was added 4N hydrogen chloride/ethyl acetate solution (10 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 hr, and the reaction mixture was concentrated under reduced pressure. To the reaction mixture was added methanol (10 mL). To the reaction mixture was added AMBERLYST (registered trademark) A21 (1.00 g) at room temperature. The reaction mixture was stirred at room temperature for 1 hr, the insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.20 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772277B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-21aebf40720245edb09ad6e3babbb3fc |
| Source note | uspto-grants-2014_07 |