Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86740868 | HCID 86740868 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86740867 | HCID 86740867 | — |
Reaction Steps
To 50 ml of methanol, saturated with hydrogen chloride gas is added 1.77 g of [S-(R*,R*)]-2-[[[1-[[[-2-(1,1-dimethylethoxy)-2-oxoethyl]amino]methyl]-3-methylbutyl]amino]carbonyl]-1-pyrrolidinecarboxylic acid, phenylmethyl ester in 10 ml of methanol. After standing at room temperature for four hours, the solution is kept at 0° overnight. The solvent is then removed under reduced pressure and the residue taken up in ethyl acetate. The ethyl acetate solution is washed two times with saturated sodium bicarbonate solution, once with saturated sodium chloride solution, and then dried over magnesium sulfate. Removal of the solvent under reduced pressure gives 1.14 g of [S-(R*,R*)]-2-[[[1-[[(2-methoxy-2-oxoethyl)amino]methyl]-3-methylbutyl]amino]carbonyl]-1-pyrrolidinecarboxylic acid, phenylmethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04596819 |
|---|
| Source dataset | uspto-grants-1986_06 |
|---|
| ORD ID | ord-b833a7ccaaa745e6bb75728b62dfd3b0 |
|---|
| Source note | uspto-grants-1986_06 |
|---|