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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486676Generated: October 31, 2026

1-Chloroethyl Cyclohexyl Carbonate → (1S,2S,3S,5R,6S)-2-amino-6-((1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)carbonyl)-3-fluorobicyclo[3.1.0]hexane-2-carboxylic acid

https://huagongshe.com/reaction/1486676

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl Cyclohexyl CarbonateHCID 11229529—
Reactant(1S,2S,3S,5R,6S)-3'-((allyloxy)carbonyl)-3-fluoro-5'-oxospiro[bicyclo[3.1.0]hexan-2,4'-oxazolidine]-6-carboxylic acidHCID 117987522—
Product(1S,2S,3S,5R,6S)-2-amino-6-((1-(((cyclohexyloxy)carbonyl)oxy)ethoxy)carbonyl)-3-fluorobicyclo[3.1.0]hexane-2-carboxylic acidHCID 72550544—

Reaction Steps

(1S,2S,3S,5R,6S)-3′-((Allyloxy)carbonyl)-3-fluoro-5′-oxospiro[bicyclo[3.1.0]hexan-2,4′-oxazolidine]-6-carboxylic acid (A-1-2, 1.35 g) and 1-chloroethyl cyclohexyl carbonate (2.06 mL) were treated in the same manner as in Example A-1 (3) and (4) to give the title compound (A-10, 113 mg) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428483B2
Source datasetuspto-grants-2016_08
ORD IDord-d21b760a1b714e7f93f6d8c669b7e938
Source noteuspto-grants-2016_08