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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 904019Generated: October 26, 2026

Triethylamine → alpha-(tert-Butoxycarbonyl)amino(2,3-dihydro-5-benzofuranyl)acetic acid

https://huagongshe.com/reaction/904019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCarbonazidic acid, 1,1-dimethylethyl esterHCID 61256—
Reactant2-Amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acidHCID 20531223—
Reactant1,4-Dioxane--water (1/1)HCID 21886435—
SolventWaterHCID 962—
Productalpha-(tert-Butoxycarbonyl)amino(2,3-dihydro-5-benzofuranyl)acetic acidHCID 8673628480%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04229575
Source datasetuspto-grants-1980_10
ORD IDord-3b67a053f50242c8b3e1b1c657227f2b
Source noteuspto-grants-1980_10