HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(4-Bromo-phenyl)-3-methyl-4-phenethylsulfanylmethyl-isoxazole → (cis)-2-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(4-Bromo-phenyl)-3-methyl-4-phenethylsulfanylmethyl-isoxazole | HCID 66578446 | — |
| Reactant | (cis)-2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarboxylic acid ethyl ester | HCID 66578588 | — |
| Product | (cis)-2-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester | HCID 66578863 | — |
Reaction Steps
Prepared according to the procedure described in Example 3, Step 5, using 5-(4-bromo-phenyl)-3-methyl-4-phenethylsulfanylmethyl-isoxazole and (cis)-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarboxylic acid ethyl ester. After the reaction the material was purified using chiral preparatory HPLC (Chiralcel AS column, 5% EtOH in hexanes, 42 minute run). The first enantiomer to come off of the column is Enantiomer A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090573B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-29cf556083e146b998f6ad2072347303 |
| Source note | uspto-grants-2015_07 |