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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589986Generated: October 28, 2026

1,2-Dichloroethane → tert-Butyl (3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropyl)carbamate

https://huagongshe.com/reaction/589986

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantN-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 76809—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropyl)carbamateHCID 68556020—

Reaction Steps

To a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (3.81 g, 26.4 mmol) in CH2Cl2 (34 mL) at 0° C. was added 3-[(tert-butoxycarbonyl)amino]propanoic acid (5.0 g, 26.4 mmol), DMAP (4.84 g, 39.6 mmol), and EDC (6.08 g, 31.7 mmol). The mixture was stirred at rt for 5 h. The resulting mixture was washed with 10% aq. KHSO4 (4×), dried (Na2SO4) and concentrated to afford the title compound which was used without further purification. LRMS (ESI) m/z 316.1 [(M+H)+; calcd for C14H21NO7: 316].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233977B2
Source datasetuspto-grants-2016_01
ORD IDord-ebd841e527b94de584ad1e2ac0b881b3
Source noteuspto-grants-2016_01