HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 4-[2-(Imidazol-2-yl)ethyl]benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (S)-3-amino-2-benzenesulfonylamino-propionic acid tert-butyl ester hydrochloride | HCID 22853534 | — |
| Reactant | 4-[2-(Imidazol-2-yl)ethyl]benzoic acid hydrochloride | HCID 67695646 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[2-(Imidazol-2-yl)ethyl]benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester acetate | HCID 86754337 | — |
Reaction Steps
Acid 23-5 (ca 2 mmol), amine 2-1 (700 mg, 2.0 mmol), HOBT (324 mg, 2.4 mmol), and NMM (0.77 mL, 7.0 mmol) were combined in 10 mL DMF at -15°, then EDC (364 mg, 1.9 mmol) was added The mixture was warmed to RT, stirred overnight, then concentrated. Flash chromatography (silica, 4:1:1 CH2Cl2 /MeOH/HOAc) provided 23-6, Rf 0.22 (silica, 4:1:1 CH2Cl2 :MeOH:HOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929120 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-62989eaa1423487aa2cff4ee25f181b4 |
| Source note | uspto-grants-1999_07 |