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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486673Generated: October 31, 2026

1-Chloroethyl 2-methylpropanoate → (1S,2S,3S,5R,6S)-3'-allyl 6-(1-(isobutyryloxy)ethyl) 3-fluoro-5'-oxospiro[bicyclo[3.1.0]hexan-2,4'-oxazolidine]-3',6-dicarboxylate

https://huagongshe.com/reaction/1486673

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl 2-methylpropanoateHCID 13138743—
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)-3'-allyl 6-(1-(isobutyryloxy)ethyl) 3-fluoro-5'-oxospiro[bicyclo[3.1.0]hexan-2,4'-oxazolidine]-3',6-dicarboxylateHCID 13173679215.5%

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, 1.43 g) and 1-chloroethyl isobutyrate (1.80 g) were treated in the same manner as in Example A-1 (3) to give (1S,2S,3S,5R,6S)-3′-allyl 6-(1-(isobutyryloxy)ethyl) 3-fluoro-5′-oxospiro[bicyclo[3.1.0]hexan-2,4′-oxazolidine]-3′,6-dicarboxylate (A-8-1, 307 mg) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428483B2
Source datasetuspto-grants-2016_08
ORD IDord-af15bd1336154e138392f56c7a6bcf97
Source noteuspto-grants-2016_08