HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → Methyl o-benzyl-n-(tert-butoxycarbonyl)serinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Methyl N-(tert-butoxycarbonyl)serinate | HCID 495564 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl o-benzyl-n-(tert-butoxycarbonyl)serinate | HCID 14427182 | — |
Reaction Steps
A mixture of BOC-DL-Ser-OMe (434 mg, 2.0 mmol), benzyl bromide (513 mg, 3.0 mmol), and silver oxide (695 mg, 3.0 mmol) in dichloromethane (10 mL) at room temperature was stirred for 2 days, filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 20% ethyl acetate/hexanes to provide the desired product. MS (ESI(−)) m/e 308 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720338B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-dc9453421f5a4a6fa6dde1ff972d5a83 |
| Source note | uspto-grants-2004_04 |