HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-benzoyl-D-phenylalanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 3-Phenyl-2-(phenylformamido)prop-2-enoic acid | HCID 223035 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-benzoyl-D-phenylalanine | HCID 721472 | 97.7% |
Reaction Steps
3.2 grams of α-benzamido-cinnamic acid were dissolved in 40 ml of absolute ethanol and treated with 0.3 ml of the catalyst solution produced in Example 19. The reaction mixture was sucked into a 100 ml autoclave. It was pressurized with 6 bars of hydrogen pressure. After taking up the theoretical amount of hydrogen it was worked up as customary (e.g. see Example 6). There were isolated 3.15 grams of N-benzoyl-(R)-phenylalanine having the rotary value of [α]D27 =+38.6° (c=1/CH3OH), corresponding to an optical yield of 95.8%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04356324 |
| Source dataset | uspto-grants-1982_10 |
| ORD ID | ord-0bc304e9bf4545c7bca10e87c141041d |
| Source note | uspto-grants-1982_10 |