HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-2-Amino-N-benzyl-3-methoxypropionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl amide | HCID 22619318 | — |
| Reactant | tert-Butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate | HCID 46223141 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-2-Amino-N-benzyl-3-methoxypropionamide | HCID 10104501 | 88.6% |
Reaction Steps
To a cold solution (5° C.) of 3.36 g of Intermediate 5, benzylamide in 40 mL of dichloromethane was added 6.02 mL of 36% HCl. The reaction mixture was stirred at room temperature until no starting material was observed by TLC. The organic phase was washed with 1N HCl (2×30 mL) and the combined aqueous phase basified to 10-12 with 25% NaOH. After saturating the aqueous phase with sodium chloride, it was extracted with dichloromethane (3×30 mL). The organic phase was dried and concentrated under vacuum yielding 2.01 g of a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946477B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-43e6935309364be1925cb5c7d5fc7f8e |
| Source note | uspto-grants-2015_02 |