HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → 4-(Methyloxycarbonyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine t-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 2-Methylterephthalic acid | HCID 228086 | — |
| Reactant | (S)-3-amino-2-benzenesulfonylamino-propionic acid tert-butyl ester hydrochloride | HCID 22853534 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(Methyloxycarbonyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine t-butyl ester | HCID 86751098 | — |
Reaction Steps
A slurry of mono-methyl terephthalic acid (32-1, Aldrich) (0.25 g, 1.4 mmol) and 19-2a (0.5 g, 1.4 mmol) in acetonitrile (7 mL) was treated with N-methyl morpholine (0.31 mL, 2.8 mmol) and BOP reagent (0.62 g, 1.4 mmol) for 24 h. The solution was diluted with EtOAc, washed with H2O, 10% KHSO4, saturated NaHCO3 and brine. The organic layer was dried over MgSO4, filtered and evaporated to give a tan solid. Column chromatography (40% EtOAc/Hexanes) gave 32-2 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05648368 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-112c5f47032b47e4a4a80acb7046b6b1 |
| Source note | uspto-grants-1997_07 |