HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6R,8S)-7,7-Dichloro-11,11-dimethyl-5-oxa-3lambda6-thia-4-azatetracyclo[6.2.1.01,6.04,6]undecane 3,3-dioxide → (-)-4-[2-(Hydroxyamino)-2-oxoethyl]-2-[3-(4-methoxyphenyl)propyl]-3-oxo-3,4-dihydro-2h-1,4-benzothiazine-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6R,8S)-7,7-Dichloro-11,11-dimethyl-5-oxa-3lambda6-thia-4-azatetracyclo[6.2.1.01,6.04,6]undecane 3,3-dioxide | HCID 16212295 | — |
| Reactant | Ethyl (2r)-4-(2-tert-butoxy-2-oxoethyl)-2-[3-(4-methoxyphenyl)propyl]-3-oxo-3,4-dihydro-2h-1,4-benzothiazine-6-carboxylate | HCID 57880342 | — |
| Reactant | (2S)-2-{[2-bromo-4-(ethoxycarbonyl)phenyl]thio}-5-(4-methoxyphenyl)pentanoic acid | HCID 57880345 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (-)-4-[2-(Hydroxyamino)-2-oxoethyl]-2-[3-(4-methoxyphenyl)propyl]-3-oxo-3,4-dihydro-2h-1,4-benzothiazine-6-carboxylic acid | HCID 23157951 | — |
Reaction Steps
The compound of Example 14 (25% and 90% e.e.) was obtained by the same process as described in Reference Example 14, except for using the compound of Example 8, (+)-(8,8-dichlorocamphorylsulfonyl)oxaziridine and ethyl acetate as solvent. The optical purity was determined by the method described in Example 14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598240B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-eb5614863fbb4c4f91348a7eab09dde3 |
| Source note | uspto-grants-2009_10 |