HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → [4-(4-Fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | 4-[(4-Fluorophenyl)methoxy]benzene-1-sulfonyl chloride | HCID 18179424 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | [4-(4-Fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester | HCID 54478351 | — |
Reaction Steps
To a mixture of glycine tert butyl ester hydrochloride salt (5.9 g, 18 mmol) and DMF (20 mL) at 0° C. was added triethylamine (6.5 mL, 45 mmol) and 4-(4-fluoro-benzyloxy)-benzenesulfonyl chloride. After stirring for 1 h, the mixture was warmed to room temperature and stirred for an additional hour. The mixture was diluted with ethyl acetate, washed with 1M HCl, saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and concentrated in vacuo. Trituration of the residue with ether-hexane afforded 10.8 g of [4-(4-fluoro-benzyloxy)-benzenesulfonylamino]-acetic acid tert-butyl ester as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329397B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-20a77ce96df14d72b383ffd02d16dfb1 |
| Source note | uspto-grants-2001_12 |