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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473016Generated: October 30, 2026

Tert-butyldicarbonate → Ethyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylate

https://huagongshe.com/reaction/473016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyldicarbonateHCID 22064466—
ReactantN-(6'-bromo-1'-(1-ethoxyvinyl)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-yl)-2-methylpropane-2-sulfinamideHCID 58198087—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 6'-bromo-1'-(1,1-dimethylethylsulfinamido)-4-methoxy-1',3'-dihydrospiro[cyclohexane-1,2'-indene]-1'-carboxylateHCID 5819776756.1%

Reaction Steps

A mixture of compound 5 (50 mg, 0.11 mmol, 76% purity), tert-Butyl dicarbonate (48 mg, 0.22 mmol) and DMAP (27 mg, 0.22 mmol) in THF (5 mL) was stirred at ambient temperature overnight. The solvent was removed by evaporation in vacuo, the residue was purified by preparative TLC on silica gel eluting with petroleum ether:ethyl acetate=2:1 to give compound 6 (30 mg, 50%) as a white solid. LC-MS: 699-091-1B, tR=2.06 min in 3 min chromatography, MS (ESI) m/z=546.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633212B2
Source datasetuspto-grants-2014_01
ORD IDord-a74b0db7e92a4a86b83a7020e8c5b984
Source noteuspto-grants-2014_01