HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[3-[6-(3-Benzo[1,3]dioxol-5-yl-5-ethanesulfonyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 57863128 | HCID 57863128 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 4-[3-[6-(3-Benzo[1,3]dioxol-5-yl-5-ethanesulfonyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester | HCID 57863127 | 196.3% |
Reaction Steps
A similar procedure as described in Example 41, step 1 was used, starting from 4-[3-[6-(3-bromo-5-ethanesulfonyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (200 mg, 0.31 mmol), 3,4-(methylenedioxyphenyl)boronic acid (101 mg, 0.62 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (37 mg, 0.05 mmol), and cesium carbonate (199 mg, 0.62 mmol) to afford 4-[3-[6-(3-benzo[1,3]dioxol-5-yl-5-ethanesulfonyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (212 mg, 99%) as a colorless viscous oil: ES(+)-HRMS m/e calcd for C38H48O10S (M+Na)+ 719.2860, found 719.2865.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093253B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-cf55d97f677f40b5bbc216bf53644a54 |
| Source note | uspto-grants-2012_01 |