HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → (3S)-3-Benzyloxycarbonylamino-1-chloro-4-phenyl-2-butanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (S)-3-Amino-1-chloro-4-phenylbutan-2-one hydrochloride | HCID 56777393 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3S)-3-Benzyloxycarbonylamino-1-chloro-4-phenyl-2-butanone | HCID 99625 | 83% |
Reaction Steps
(3S)-3-amino-1-chloro-4-phenyl-2-butanone hydrochloride (100 mg) was dissolved in water (4.3 ml), and a toluene solution (5.3 ml) of benzyl chloroformate (0.794 ml) was added thereto. An aqueous solution (1.0 ml) of sodium hydrogencarbonate (71.9 mg) was further added dropwise thereto while being stirred. After the mixture was reacted at room temperature for 50 minutes while being stirred, the aqueous layer was separated. The resulting toluene layer was analyzed by HPLC, and it was identified that (3S)-3-benzyloxycarbonylamino-1-chloro-4-phenyl-2-butanone (118 mg) was obtained in a yield of 83%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06500985B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-058355c0606b49aaab13ab2d2af08b0b |
| Source note | uspto-grants-2002_12 |