HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2H-1,3-benzodioxol-5-yl)boronic acid → 2-{[3',4'-Methylenedioxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-5-phenylpent-4-ynoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2H-1,3-benzodioxol-5-yl)boronic acid | HCID 2734371 | — |
| Reactant | Methyl 2-{[3',4'-Methylenedioxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-5-phenylpent-4-ynoate | HCID 70223167 | — |
| Product | 2-{[3',4'-Methylenedioxy-(1,1'-biphenyl)-4-yl]-sulfonyl}-amino-5-phenylpent-4-ynoic acid | HCID 70114571 | — |
Reaction Steps
Methyl 2-{[3′,4′-Methylenedioxy-(1,1′-biphenyl)-4-yl]-sulfonyl}-amino-5-phenylpent-4-ynoate: The starting sulfonamide 3a (804 mg, 1.72 mmol) and 4-methylenedioxyphenylboronic acid (430 mg, 2.59 mmol) are coupled to give the title compound as described for compound 3b. The crude product is adsorbed onto silica and eluted through flash silica with hexanes:EtOAc (2:1 to 1:3) to give a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06197770B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-027852dcb6734336912fe5495c4cfb8a |
| Source note | uspto-grants-2001_03 |