HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66940370, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl L-phenylalaninate hydrochloride | HCID 75736 | — |
| Reactant | 3-(Methylthio)propionyl Chloride | HCID 12921440 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66940370 | HCID 66940370 | 92% |
Reaction Steps
1.556 g (11 mmol) of 3-methylsulfanyl-propionyl chloride was added slowly to a mixture of 2.20 g (10 mmol) of phenylalanine methyl ester hydrochloride, 4.18 mL (30 mmol) of triethyl amine and 50 mL of dichloromethane and stirred at room temperature for 2 h. The reaction mixture was partitioned between DCM (50 mL) and saturated NaHCO3 solution (100 mL). The aqueous layer was separated and extracted again with dichloromethane (100 mL). The combined organic extracts were dried over sodium sulfate and evaporated. Purification by column chromatography on silica gel gave 2.574 g (92%) of 2-(3-methylsulfanyl-propionylamino)-3-phenyl-propionic acid methyl ester. LCMS: 282 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946259B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ecefdc39a92f46e7ab329612e186a5cb |
| Source note | uspto-grants-2015_02 |