HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → 4-(N-Boc-N'-Piperazinyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acid | HCID 2795508 | — |
| 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-(N-Boc-N'-Piperazinyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester | HCID 86751089 | — |
Reaction Steps
A mixture of 22-4 (300 mg, 1.0 mmol), 19-2a (329 mg, 1.0 mmol), NMM (430 gL, 4.0 mmol), and CH3CN (5 mL) at ambient temperature was treated with BOP (650 mg, 1.5 mmol). After 20 h the reaction mixture was diluted with EtOAc and then washed with 10% KHSO4 and brine, dried (MgSO4) and concentrated. Flash chromatography (silica, 40% EtOAc/hexanes) gave 22-5 as a white solid. TLC Rf =0.16 (silica, 40% EtOAc/hexanes);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05648368 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-eb18c29e59a446ed80c4e3a93787d3ef |
| Source note | uspto-grants-1997_07 |