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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036704Generated: November 1, 2026

Diisopropylethylamine → 1-Tert-butyl 4-methyl azepane-1,4-dicarboxylate

https://huagongshe.com/reaction/1036704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantOxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 2735153—
Reactant1-[(Tert-butoxy)carbonyl]azepane-4-carboxylic acidHCID 23160608—
SolventDichloromethaneHCID 6344—
Product1-Tert-butyl 4-methyl azepane-1,4-dicarboxylateHCID 71060380—

Reaction Steps

1-(tert-Butoxycarbonyl)azepane-4-carboxylic acid (1.0 g; 4.11 mmol) in DCM (20 ml) and treated with DIPEA (1.5 ml, 8.22 mmol) followed by trimethyloxonium tetrafluoroborate (790 mg, 5.34 mmol) in DCM (5 ml). The mixture was stirred at RT for 3 hours and concentrated in vacuo. The residue was partitioned between EtOAc and water. The organic portion was separated and the aqueous was further extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo to afford the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546416B2
Source datasetuspto-grants-2013_10
ORD IDord-2770b30acaad4a0b9668812cd36361af
Source noteuspto-grants-2013_10