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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239093Generated: October 26, 2026

Acetic Acid → (1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxylic acid

https://huagongshe.com/reaction/239093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
Reactant(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamideHCID 53236629—
SolventWaterHCID 962—
Product(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxylic acidHCID 68227684—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture containing 22.5 mg of (1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide (6a), 0.1 mL of acetic acid, 0.1 mL of water, and 0.2 mL of concentrated hydrochloric acid was stirred for 6 hrs approximately under heating at 75° C. (external temperature). The reaction mixture was concentrated under reduced pressure to obtain 24.6 mg of (1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxylic acid (6f) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642777B2
Source datasetuspto-grants-2014_02
ORD IDord-59beab20337e40e9a15d84ebd334399f
Source noteuspto-grants-2014_02