HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → (2R)-N-methanesulfonyl-(4-chlorophenyl)alanine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2R)-4-chlorophenylalanine methylester | HCID 69805663 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2R)-N-methanesulfonyl-(4-chlorophenyl)alanine methyl ester | HCID 967649 | 96.1% |
Reaction Steps
To a solution of (2R)-4-chlorophenylalanine methylester (213 mg, 1.00 mmol) in DCM (5 mL) was added dropwise TEA (280 μl, 2.00 mmol) and then methanesulfonylchloride (100 μl, 1.3 mmol) at 0° C. After 30 min, the reaction mixture was quenched with water and extracted with DCM and EtOAc. The organic solution was washed with 1N HCl, dried over MgSO4 and concentrated in vacuo, and the residue was purified by column chomatography (MeOH/CHCl3=1/25) to give the title compound (280 mg, 96.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989634B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-22fdeb6094e141c19676282c45696651 |
| Source note | uspto-grants-2011_08 |