HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloroethyl 2-methylpropanoate | HCID 13138743 | — |
| Reactant | (1S,2S,3S,5R,6S)-3'-((allyloxy)carbonyl)-3-fluoro-5'-oxospiro[bicyclo[3.1.0]hexan-2,4'-oxazolidine]-6-carboxylic acid | HCID 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-dicarboxylate | HCID 131736792 | 15.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428483B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-af15bd1336154e138392f56c7a6bcf97 |
| Source note | uspto-grants-2016_08 |