HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → benzhydryl 1-[(Z)-[2-[[(2R,3S)-2-[(2-aminoethylamino)methyl]-4-oxoazetidin-3-yl]amino]-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]-2-oxoethylidene]amino]oxycyclopropane-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | benzhydryl 1-[(Z)-[2-[[(2R,3S)-2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylamino]methyl]-4-oxoazetidin-3-yl]amino]-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]-2-oxoethylidene]amino]oxycyclopropane-1-carboxylate | HCID 118379524 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | benzhydryl 1-[(Z)-[2-[[(2R,3S)-2-[(2-aminoethylamino)methyl]-4-oxoazetidin-3-yl]amino]-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]-2-oxoethylidene]amino]oxycyclopropane-1-carboxylate | HCID 118379472 | — |
Reaction Steps
To a solution of benzhydryl 1-(((Z)-(2-(((2R,3S)-2-(((2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)ethyl)amino)methyl)-4-oxoazetidin-3-yl)amino)-1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-oxoethylidene)amino)oxy)cyclopropanecarboxylate (150 mg, 0.167 mmol) in DCM (1.7 mL) was added piperidine (16.50 μl, 0.167 mmol). After 2 h, the reaction mixture was concentrated in vacuo and lyophilized in CH3CN/water mixture to afford the title compound (assumed quantitative). LCMS: Rt=0.93 min, m/z=678.5 (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-3d6508e0f5db41958601bafdb2b957c2 |
| Source note | uspto-grants-2015_11 |