Structure of 138165-75-0
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 138165-75-0 |
Formula : | C12H23NO4 |
M.W : | 245.32 |
SMILES Code : | CC(C)CC(NC(OC(C)(C)C)=O)CC(O)=O |
MDL No. : | MFCD01076259 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H317 |
Precautionary Statements: | P280 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 2h; | To a solution of piperidin-4-one O-(3-trifluoromethylbenzyl)oxime hydrochloride (247 mg, 0.80 mmol) and N-Boc-L-beta-homoleucine (216 mg, 0.88 mmol) in dichloromethane (4 ml), 1-hydroxybenzotriazole (108 mg, 0.80 mmol), N- ethyldimethylaminopropylcarbodiimide hydrochloride (184 mg, 0.96 mmol) and triethylamine (0.135 ml, 0.96 mmol) was added and stirred at room temperature for 2 hours. Saturated aqueous NaHCO3 solution (10 ml) was added, extracted with chloroform (20 ml x 2), dried (MgSO4) and evaporated under reduced pressure. The residue was purified by column chromatography on silica (ethyl acetate/hexane, 35/65- <n="390"/>60/40) to give ((S)-3-methyl-l-{2-oxo-2-[4-(3- trifluoromethylbenzyloxyimino)piperidin-l -yl] ethyl} butyl) carbamic acid ter t-bwtyl ester (340 mg, 85 %, colorless oil), |