HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → alpha-L-aspartyl-D-threonine (S)-alpha-ethylbenzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | N-benzyloxycarbonyl-beta-benzyl-L-aspartyl-O-benzyl-D-threonine (S)-alpha-ethylbenzylamide | HCID 54057312 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | alpha-L-aspartyl-D-threonine (S)-alpha-ethylbenzylamide | HCID 22882903 | 57.5% |
Reaction Steps
To a solution of 5.30 g (8.0 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-O-benzyl-D-threonine (S)-α-ethylbenzylamide in 150 ml of methanol were added 1.0 ml of acetic acid and 3.0 g of 5% Pd-carbon (water content 50%), and the mixture was reduced under hydrogen overnight at room temperature and then at 50° C. for 3 hours. The catalyst was removed by filtration, the resulting filtrate was concentrated under reduced pressure, and the residue was crystallized from water to obtain 1.60 g (4.6 mmols) of α-L-aspartyl-D-threonine (S)-α-ethylbenzylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05723165 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-ec57be9eb3044d5884323695460dbccf |
| Source note | uspto-grants-1998_03 |