Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690814Generated: November 2, 2026

Citric Acid → HCID 66902631, compound

https://huagongshe.com/reaction/1690814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantHCID 15479118HCID 15479118—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 66902631HCID 6690263175%

Reaction Steps

To a solution of (1S,2S,4S,5R,6R)-2-(tert-butoxycarbonyl)amino-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester (1.50 g, 4.20 mmol, U.S. Pat. No. 5,958,960), pyridine (0.365 mL, 4.62 mmol) and DMAP (0.513 g, 4.20 mmol) in dichloromethane (40 mL) under nitrogen add acetic anhydride (0.514 mL, 5.0 mmol). Stir at room temperature for 16 hours, dilute with dichloromethane, and pour into 10% aqueous citric acid solution (50 mL). Wash the organic layer with water (50 mL) and brine (50 mL). Dry over MgSO4, filter and concentrate in vacuo, to produce the title compound as a white solid (1.295 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153683B2
Source datasetuspto-grants-2012_04
ORD IDord-7b82a23c71624c9e80f61212a7e05d3a
Source noteuspto-grants-2012_04