HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 140689333, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 118380226 | HCID 118380226 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | HCID 140689333 | HCID 140689333 | 42% |
Reaction Steps
To a solution of tert-butyl 2-(((Z)-(1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-(((2R,3S)-2-((((R)-2-hydroxypropyl)amino)methyl)-4-oxoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoate (185 mg, 0.316 mmol) in chloroform (3.16 mL) was added CDI (257 mg, 1.58 mmol). After stirring at rt for 20 min the solution was diluted with EtOAc/water and the layers separated. The aqueous layer was extracted with EtOAc and the combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude residue was purified via silica gel chromatography (Acetone-DCM, 0-100%) to afford the title compound (81 mg, 42%). LCMS: Rt=0.92 min, m/z=611.2 (M+1) Method 2m_acidic.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174978B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d023e01b64a548d2947727c862243d4e |
| Source note | uspto-grants-2015_11 |