HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → alpha-(tert-Butoxycarbonyl)amino(2,3-dihydro-5-benzofuranyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Carbonazidic acid, 1,1-dimethylethyl ester | HCID 61256 | — |
| Reactant | 2-Amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid | HCID 20531223 | — |
| Reactant | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Solvent | Water | HCID 962 | — |
| Product | alpha-(tert-Butoxycarbonyl)amino(2,3-dihydro-5-benzofuranyl)acetic acid | HCID 86736284 | 80% |
Reaction Steps
α-Amino(2,3-dihydro-5-benzofuranyl)acetic acid (192 mg, 1 mmole) is added to 10 ml of 1:1 dioxane-water mixture with 4 mM of triethylamine and 0.17 ml of tert-butoxycarbonylazide. This mixture is stirred overnight at room temperature. The mixture is diluted with water and extracted with chloroform. The chloroform is dried and evaporated. The residue is taken up in ethyl acetate and washed with dilute aqueous hydrochloric acid. The organic layer is dried over magnesium sulfate and evaporated to give the title compound in a yield of about 80%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04229575 |
| Source dataset | uspto-grants-1980_10 |
| ORD ID | ord-3b67a053f50242c8b3e1b1c657227f2b |
| Source note | uspto-grants-1980_10 |