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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448572Generated: November 4, 2026

Dicyclohexylcarbodiimide → HCID 86736753, compound

https://huagongshe.com/reaction/1448572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantHCID 11771800HCID 11771800—
Reactant(2-Formyl-1H-pyrrol-1-yl)acetic acidHCID 12459347—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86736753HCID 86736753—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of (2-formyl-1-pyrryl)acetic acid (3.1 g, 0.02 m) in tetrahydrofuran (THF) is cooled to about 0° C. and 4.12 g (0.02 m) of dicyclohexylcarbodiimide is added in one portion with stirring for five minutes. Then 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, tert-butyl ester (6.08 g, 0.02 m) in THF is added. The temperature is maintained at 0° C. for one hour and then the temperature is increased to 20° for about 18 hours and the solution filtered. The THF is removed at reduced pressure and the residue is taken up in ethyl acetate. The ethyl acetate is extracted with 1.0% aqueous sodium bicarbonate and water. The ethyl acetate is then filtered, dried and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04180660
Source datasetuspto-grants-1979_12
ORD IDord-fde6e25036964b97876725ebc73d7389
Source noteuspto-grants-1979_12