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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130506Generated: November 1, 2026

(1R,2R,3R,5R,6R)-2,3-diazido-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester → (1R,2R,3R,5R,6R)-2,3-diamino-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester

https://huagongshe.com/reaction/130506

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2R,3R,5R,6R)-2,3-diazido-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl esterHCID 86606016—
CatalystHCID 178418390HCID 178418390—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product(1R,2R,3R,5R,6R)-2,3-diamino-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl esterHCID 1131185829.4%

Reaction Steps

25 mg of 10% palladium carbon was added to 170 mg of (1R,2R,3R,5R,6R)-2,3-diazido-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester dissolved in a mixture of 15 mL of acetic acid and 5 mL of water, and the mixture was stirred for 24 hours at room temperature under a hydrogen atmosphere. After celite filturation, the solvent was distilled off at 50° C. under reduced pressure, thereby yielding 42 mg of (1R,2R,3R,5R,6R)-2,3-diamino-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid diethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381746B2
Source datasetuspto-grants-2008_06
ORD IDord-4c31a4d73fc347aaa6a3bd07a0431aef
Source noteuspto-grants-2008_06