HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2-(benzyloxy)-5-{(1R)-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}-1-[(triethylsilyl)oxy]ethyl}phenyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-({[5-(4-Methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethylamine | HCID 12044203 | — |
| Reactant | 4-Benzyloxy-3-(methylsulfonamido)phenyl-1-triethylsiloxy-2-iodoethane | HCID 22220584 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(2-(benzyloxy)-5-{(1R)-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}-1-[(triethylsilyl)oxy]ethyl}phenyl)methanesulfonamide | HCID 12044212 | 57.3% |
Reaction Steps
A solution of the amine of Example 17 (0.90 g, 1.78 mmol), 1(S)-(4-benzyloxy-3-(methylsulfonamido)phenyl-1-triethylsiloxy-2-iodoethane (0.665 g, 1.60 mmol) and triethylamine (0.50 mL, 3.56 mmol) in THF (4 mL) was heated at 100° C. in a sealed tube for 60 h. The reaction mixture was cooled and evaporated in vacuo. The residue was flash chromatographed (silica gel; dichloromethane/ethyl ether/methanol: 25/25/0.75) to yield 0.740 g of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06458817B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-60b6b76d9ae54663acd5014da652bd56 |
| Source note | uspto-grants-2002_10 |