HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (R)-N-benzyl-2-(ethoxycarbonylamino)-3-hydroxypropionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | (2R)-2-Amino-3-hydroxy-N-(phenylmethyl)propanamide | HCID 10655432 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-N-benzyl-2-(ethoxycarbonylamino)-3-hydroxypropionamide | HCID 53344986 | 73.04% |
Reaction Steps
To a 250 mL three-neck round bottom flask, 9.65 g (0.0497 mol) (R)-2-amino-N-benzyl-3-hydroxypropionamide, 120 mL tetrahydrofuran, and 7.58 g (0.0749 mol) triethylamine were added in sequence, the mixture was stirred to obtain a solution. At a normal temperature, 6.01 g (0.0554 mol) ethyl chlorocarbonate was added. After the reaction was completed, the solvent was evaporated, and the residue was added with 100 mL water, and stirred uniformly. The solution was extracted with 50 mL×3 ethyl acetate, and the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was evaporated, to obtain a white solid of 9.67 g (0.0363 mol). The molar yield was 73.04%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829226B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-8967ae5b38804f6ca2b764f681026423 |
| Source note | uspto-grants-2014_09 |