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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525728Generated: October 31, 2026

Benzyl chloroformate → 1-Benzyl 6-(tert-butyl) 1,6-diazaspiro[3.5]nonane-1,6-dicarboxylate

https://huagongshe.com/reaction/525728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl 1,6-diazaspiro[3.5]nonane-6-carboxylateHCID 56962132—
SolventDichloromethaneHCID 6344—
Product1-Benzyl 6-(tert-butyl) 1,6-diazaspiro[3.5]nonane-1,6-dicarboxylateHCID 58293336—

Reaction Steps

A solution of benzyl chloroformate (0.148 mL, 1.039 mmol) in DCM (1 mL) was added to a mixture of tert-butyl-1,6-diazaspiro[3.5]nonane-6-carboxylate (200 mg, 0.866 mmol) and DIPEA (0.378 mL, 2.165 mmol) in DCM (3 mL) and the mixture was stirred at RT for 16 h. The solvent was evaporated off under reduced pressure and the crude product was purified by flash chromatography (Silica gel column, 4 g, n-hexane/DCM from 20% to 100% DCM) to give the title product as a yellow resin. UPLC-MS (Condition 3) tR=1.21 min, m/z=361.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340537B2
Source datasetuspto-grants-2016_05
ORD IDord-03921f909450425895b149a399bb438a
Source noteuspto-grants-2016_05