Structure of 5117-13-5
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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. : | 5117-13-5 |
| Formula : | C8H13NO2 |
| M.W : | 155.19 |
| SMILES Code : | C=C(C)C(N1CCOCC1)=O |
| English Name : | 2-Methyl-1-morpholinoprop-2-en-1-one |
| MDL No. : | MFCD00085274 |
* 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 |
|---|---|---|
| 57% | With pyridine In dichloromethane at 0 - 23℃; for 1h; Inert atmosphere; | |
| With pyridine; benzene | ||
| With triethylamine; benzene |
| With triethylamine In dichloromethane at 0 - 20℃; | ||
| With triethylamine In dichloromethane at 20℃; | ||
| With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | ||
| With triethylamine In dichloromethane at 0 - 20℃; for 16h; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With magnesium |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In water at 70℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| aus Methacrylchlorid mit Morpholin in CH3CN bei 0-10grad; | ||
| Entspr. sek. Amin, Saeurechlorid; | ||
| 2-Methyl-1-morpholino-propen, Methacryloylchlorid, sd. Bzl.; |
| (yield)39 percent; | ||
| entspr. Anhydrid, Morpholin; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sec.-butyllithium In tetrahydrofuran; hexane at -78℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sec.-butyllithium In tetrahydrofuran; hexane at -78℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Stage #1: 3,4-dihydro-2<i>H</i>-pyran With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - -5℃; for 1h; Stage #2: 2-methyl-1-morpholinoprop-2-en-1-one In tetrahydrofuran; pentane at -78℃; for 1h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 85 % ee | Stage #1: 2-methyl-1-morpholinoprop-2-en-1-one With L-diisopinocampheylborane In dichloromethane at 50℃; for 2h; Inert atmosphere; Stage #2: (E)-3-phenylpropenal In dichloromethane at 50℃; for 16h; Inert atmosphere; Sealed tube; Overall yield = 21 %; enantioselective reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 84% | Stage #1: 2-methyl-1-morpholinoprop-2-en-1-one With L-diisopinocampheylborane In diethyl ether at 23℃; for 3h; Inert atmosphere; Stage #2: (E)-3-phenylpropenal In diethyl ether at 50℃; for 16h; Inert atmosphere; Sealed tube; enantioselective reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 66% | Stage #1: 2-methyl-1-morpholinoprop-2-en-1-one With L-diisopinocampheylborane In diethyl ether at 23℃; for 3h; Inert atmosphere; Stage #2: 3-phenyl-propionaldehyde In diethyl ether at 50℃; Inert atmosphere; Sealed tube; enantioselective reaction; |