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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486672Generated: October 31, 2026

Chloromethyl pivalate → (1S,2S,3S,5R,6S)-2-amino-3-fluoro-6-(((pivaloyloxy)methoxy)carbonyl)bicyclo[3.1.0]hexane-2-carboxylic acid

https://huagongshe.com/reaction/1486672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl pivalateHCID 87885—
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-3-fluoro-6-(((pivaloyloxy)methoxy)carbonyl)bicyclo[3.1.0]hexane-2-carboxylic acidHCID 7255054014.8%

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, 400 mg) and chloromethyl pivalate (193 mg) were treated in the same manner as in Example A-1 (3) and (4) to give the title compound (A-7, 60 mg) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428483B2
Source datasetuspto-grants-2016_08
ORD IDord-a2a760b6eea040c4ba1d7a031afba737
Source noteuspto-grants-2016_08