HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1S,2S,3S,5R,6S)-3'-((allyloxy)carbonyl)-3-fluoro-5'-oxospiro[bicyclo[3.1.0]hexan-2,4'-oxazolidine]-6-carboxylic acid → (1S,2S,3S,5R,6S)-2-Amino-6-(((3,5-dimethyladamantane-1-carbonyl)oxy)ethoxy)carbonyl-3-fluorobicyclo[3.1.0]hexane-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | — |
| Reactant | 1-Chloroethyl 3,5-dimethyladamantane-1-carboxylate | HCID 117987527 | — |
| Product | (1S,2S,3S,5R,6S)-2-Amino-6-(((3,5-dimethyladamantane-1-carbonyl)oxy)ethoxy)carbonyl-3-fluorobicyclo[3.1.0]hexane-2-carboxylic acid | HCID 117987618 | 9.6% |
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, 500 mg) and 1-chloroethyl 3,5-dimethyladamantane-1-carboxylate (A-5-1, 1.13 g) were treated in the same manner as in Example A-1 (3) and (4) to give the title compound (A-5, 70 mg) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428483B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-80ca93dbd146404c8ed150b17848b8e3 |
| Source note | uspto-grants-2016_08 |