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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722704Generated: October 30, 2026

Gamma-Aminobutyric Acid → 4-(((Tert-butoxy)carbonyl)amino)butanoic acid

https://huagongshe.com/reaction/722704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGamma-Aminobutyric AcidHCID 119—
ReactantTriethylamineHCID 8471—
Reactant2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 93865—
Solvent1,4-DioxaneHCID 31275—
Product4-(((Tert-butoxy)carbonyl)amino)butanoic acidHCID 29489451.9%

Reaction Conditions

Temperature-20 °C

Reaction Steps

Prepared as described for L2 from stirring 4-aminobutyric acid (3.94 g, 38.2 mmol) in 50% aqueous dioxane with triethylamine (8.0 mL, 57 mmol) and BOC-ON (10.4 g, 42.2 mmol). A yellow oil was obtained that solidified upon addition of hexanes and cooling to −20° C. to yield a cream solid (4.03 g, 51.8%). 1H NMR (d6-DMSO, 300 MHz): δ 1.36 (s, 9H, CH3), 1.57 (m, 2H, CH2), 2.17 (t, 2H, CH2), 2.90 (m, 2H, CH2), 6.80 (t, 1H, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138520B2
Source datasetuspto-grants-2006_11
ORD IDord-857235fb301d41cc90f7ae607cb3878d
Source noteuspto-grants-2006_11