HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → Benzyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- | HCID 90234 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Benzyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate | HCID 13384475 | 70% |
Reaction Steps
BocSer(Bzl) 60 g (0.2 mol) was added to 400 ml of ethyl acetate, to which triethylamine 21 g (0.2 mol) and benzyl bromide 35.4 g (0.2 mol) were added and reacted under refluxing condition for 4 hours. After cooled, the salt produced was separated by filtration. The filtrate was washed with an aqueous NaHCO3 solution and an aqueous NaCl solution and then dried over Na2SO4 and concentrated to dryness to obtain 54 g of white powder (Yield: 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06046289 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-138791f61120403783737c9418916ff9 |
| Source note | uspto-grants-2000_04 |