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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400427Generated: October 31, 2026

Calcium Carbonate → 2-Phenoxycarbonylamino-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/400427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCalcium CarbonateHCID 10112—
ReactantPhenyl chloroformateHCID 15891—
Reactanttert-butyl 2-amino-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridine-5-carboxylateHCID 11357283—
SolventTetrahydrofuranHCID 8028—
Product2-Phenoxycarbonylamino-6,7-dihydro-4H-thiazolo(5,4-c)pyridine-5-carboxylic acid tert-butyl esterHCID 8668603281.6%

Reaction Steps

39 g calcium carbonate and 36.8 g phenyl chloroformate in 250 mL THF was added to a stirred solution of 50 g 2-amino-6,7-dihydro-4H-thiazolo (5,4-c)pyridine-5-carboxylic acid tert-butyl ester in 1 L THF. The reaction mixture was allowed to stir for 15 h. The reaction mixture was filtered through silica gel and the filtrate was concentrated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate and the organic layer was dried over magnesium sulfate. The organic layer was concentrated under reduced pressure. The residue was washed with 20% ethyl acetate in hexane to give 60 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741892B2
Source datasetuspto-grants-2014_06
ORD IDord-f5bf17da488743a1b121059f14ab6d18
Source noteuspto-grants-2014_06