HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium iodide → N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]-1,1'-biphenyl-4-yl}sulfonyl)-N-methyl-D-valine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | methyl N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]-1,1'-biphenyl-4-yl}sulfonyl)-N-methyl-D-valinate | HCID 68710769 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]-1,1'-biphenyl-4-yl}sulfonyl)-N-methyl-D-valine | HCID 59788415 | 78.3% |
Reaction Steps
To 0.13 g of methyl N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-N-methyl-D-valinate in 12 mL ethyl acetate was added 0.67 g of lithium iodide and the mixture was refluxed overnight. The reaction was diluted with ethyl acetate and 1N HCl. The organic layer was washed with water, sodium thiosulfate solution, water and brine, dried over Na2SO4, filtered, and concentrated to provide 0.099 g of N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-N-methyl-D-valine. Yield 77.9%. m.p. 239-241° C.; MS 505.1(M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-511c2bd31fb342a4823b00f1fc323a79 |
| Source note | uspto-grants-2008_09 |