HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 70171956, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate | HCID 854071 | — |
| Reactant | HCID 23690736 | HCID 23690736 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70171956 | HCID 70171956 | — |
Reaction Steps
A mixture of (S)-3-amino-1-(tert-butoxycarbonyl)pyrrolidine, as described above in Step B, (842 mg, 4.52 mmol), lithium [1-(triphenylmethyl)-1H-imidazol-4-yl]acetate, as described in Example 31, Step B, (1.69 g, 4.52 mmol), EDC (953 mg, 4.97 mmol), HOBT (672 mg, 4.97 mmol) and N,N-diisopropylethylamine (1.2 mL, 6.78 mmol) in DMF (10 mL) was stirred for 18 hours. The mixture was poured into saturated aqueous NaHCO3 and extracted with CH2Cl2 (3×). The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel, eluting with a gradient of CH2Cl2—1% to 5% MeOH—0.1% to 0.5% NH4OH, to yield the above-titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06441017B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-41e39510aa0e44a8970ef210e20850fb |
| Source note | uspto-grants-2002_08 |