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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712788Generated: November 1, 2026

Diethyl Ether → HCID 71187452, compound

https://huagongshe.com/reaction/712788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant6-[(tert-butoxy)carbonyl]-6-azaspiro[2.5]octane-5-carboxylic acidHCID 71187344—
SolventTrimethylsilyldiazomethaneHCID 167693—
SolventDiethyl ether methanolHCID 21864698—
ProductHCID 71187452HCID 71187452199.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To an ice cooled solution of 6-(tert-butoxycarbonyl)-6-azaspiro[2.5]octane-5-carboxylic acid (racemic mixture) (D1) (500 mg, 0.78 mmol) in Et2O/MeOH (10/5 ml), TMSCHN2 2M sol in Et2O (1.5 ml, 2.94 mmol) was added and the resulting mixture was stirred 2 hrs at 0° C. then 18 hrs at RT. After solvent evaporation the crude residue was loaded onto SPE-Si cartridge (10 g) eluting with DCM. Collected fractions after solvent evaporation afforded the title compound (D4) (420 mg) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181279B2
Source datasetuspto-grants-2015_11
ORD IDord-a7081e49a556446983135d65cbb4107e
Source noteuspto-grants-2015_11