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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529559Generated: November 3, 2026

Sodium Carbonate → 4-Oxo-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

https://huagongshe.com/reaction/1529559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant4-Hydroxy-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl esterHCID 66609323—
SolventDichloromethaneHCID 6344—
Product4-Oxo-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl esterHCID 66608533103.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

Dess-Martin periodinane (0.53 g, 1.25 mmol) was added to a stirred solution of 4-hydroxy-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (0.36 g, 1.0 mmol) in DCM (4 mL). The mixture was stirred at 80° C. for 5 minutes under microwave irradiation and a saturated solution of Na2CO3 was added. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo to yield 4-oxo-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (0.36 g, 100% yield, 28% pure) that was used in the next step without further purification. C18H24N2O5 LCMS: Rt 2.55, m/z 249 [M+H-BOC]+ (using method, LC-MS Method 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090632B2
Source datasetuspto-grants-2015_07
ORD IDord-4011918024e24e218bb52d62bc184182
Source noteuspto-grants-2015_07