Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 72208118 | HCID 72208118 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66771920 | HCID 66771920 | 69% |
Reaction Steps
To a solution of (2S,4R)-4-mercapto-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (9.5 g, 35.4 mmol) in MeOH (300 ml) were added methyl iodide (24 ml, 363.5 mmol) and NaHCO3 (3.4 g, 39.98 mmol). The reaction mixture was stirred for 12 h at 25° C. After complete consumption of the starting material, the solvent was removed under reduced pressure to get the crude material that was purified by column chromatography over silica gel (25-40% EtOAc/hexane) to obtain the title compound as white solid (6.9 g, 24.4 mmol; 69%). MS (ESI): m/z=276.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08163793B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-54f5c76419c94f4fa852c9f6145a75ed |
|---|
| Source note | uspto-grants-2012_04 |
|---|