Alternatived Products of [ 561307-54-8 ]
Product Details of [ 561307-54-8 ]
| CAS No. : | 561307-54-8 |
MDL No. : | MFCD23106042 |
| Formula : |
C12H23NO3
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
229.32
|
Pubchem ID : | - |
| Synonyms : |
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Safety of [ 561307-54-8 ]
Application In Synthesis of [ 561307-54-8 ]
* 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.
- Downstream synthetic route of [ 561307-54-8 ]
- 1
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[ 24424-99-5 ]
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[ 22348-38-5 ]
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[ 561307-54-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With sodium hydrogencarbonate In methanol at 40℃; for 3h; |
8.B
To a solution of cis-4-methylamino-cyclohexanol (450 mg, 3.48 mmol) in methanol (30 ml) was added di-tert-butyl dicarbonate (840 mg, 3.83 mmol) and sodium hydrogen carbonate (1.75 g, 20.9 mmol). The resultant suspension was sonicated at 40° C. for 3 hours and then the solvent removed in vacuo to give a residue that was partitioned between water and dichloromethane. The organic layer was separated and washed with saturated brine and then water before drying (MgSO4) and concentrating under reduced pressure to afford cis-(4-hydroxycyclohexyl)methylcarbamic acid tert-butyl ester. |
|
In ethyl acetate at 20℃; |
VIII
Example VIII cis-1-Hydroxy-4-(N-tert-butyloxycarbonyl-N-methyl-amino)-cyclohexane Prepared by reacting cis-1-hydroxy-4-methylamino-cyclohexane with di-tert-butyl pyrocarbonate in ethyl acetate at ambient temperature. Mass spectrum (ESI+): m/z=230 [M+H]+ |
- 2
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[ 561307-54-8 ]
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[ 124-63-0 ]
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[ 1007306-59-3 ]
| Yield | Reaction Conditions | Operation in experiment |
| 98% |
Stage #1: tert-butyl methyl(4-oxocyclohexyl)carbamate; methanesulfonyl chloride With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water for 0.5h; |
8.C
Methanesulfonyl chloride (290 μl, 3.72 mmol) was added to a cooled (ice bath, 0-4° C.), stirred solution of cis-(4-hydroxycyclohexyl)methylcarbamic acid tert-butyl ester (710 mg, 3.10 mmol) and triethylamine (520 μl, 3.72 mmol) in dichloromethane (15 ml). Following the addition the reaction was stirred at this temperature for 30 minutes before being allowed to warm to ambient temperature. After stirring at ambient temperature for 2 hours, aqueous sodium hydrogen carbonate (15 ml) was added, followed by vigorous stirring for 30 minutes. The reaction was diluted with dichloromethane (30 ml) and aqueous sodium hydrogen carbonate (30 ml) and after partitioning the organic phase was collected and evaporated to dryness under reduced pressure to yield methane-sulfonic acid cis-4-(tert-butoxycarbonylmethylamino)cyclohexyl ester (930 mg, 98%). |
- 3
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[ 400899-99-2 ]
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[ 561307-54-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2.17 h
2.1: potassium carbonate / methanol / 20 °C
2.2: 4 h |
|
- 4
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[ 1332632-63-9 ]
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[ 561307-54-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: benzoic acid 4-cis-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl ester With potassium carbonate In methanol at 20℃;
Stage #2: With sodium hydroxide In methanol; water for 4h; |
VIII.2
0.807 g potassium carbonate were added to a solution of 1 .3 g cis-benzoic acid 4- (terf-butoxycarbonyl-methyl-amino)-cyclohexyl ester in 10 ml methanol . The reaction mixture was stirred at rt overnight. 2 ml sodium hydroxide solution (2M) were added and the mixture was stirred for 4 hours. After that time the mixture was diluted with EtOAc and washed with water and brine. The organic phase was passed through a hydrophobic frit and the solvent was evaporated. Purification was achieved by silica gel column chromatography (gradient: 100% i-hex. --> 100% methylene chloride --> 20:1 methylene chloride/methanol).Yield: 0.876 g |
- 5
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[ 561307-54-8 ]
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[ 1160950-71-9 ]
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C37H42N2O8
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: tert-butyl methyl(4-oxocyclohexyl)carbamate; C25H21NO6 With tributylphosphine In benzene at 0℃; for 0.0833333h;
Stage #2: With diamide at 75℃; for 12h; |
3.20
General procedure: Phenol 9 (0.12g, 0.298mmol), and cyclohexane-1,3-diol (0.128g, 0.597mmol) were dissolved in anhydrous benzene (2mL). Tri-butylphosphine (0.147mL, 0.597mmol) was added dropwise and the reaction was stirred at 0°C. After 5min the mixture was covered and diamide (0.103g, 0.597mmol) was added. The mixture was stirred for 15min and then heated to reflux. The reaction was stirred at reflux for 12h, cooled to rt, concentrated, and purified via column chromatography (SiO2, 1:4, EtOAc: hexane) to afford 12 as a white amorphous solid (35% yield): |
- 6
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[ 561307-54-8 ]
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[ 1160950-71-9 ]
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3',6-dimethoxy-N-(8-methyl-7-(((1r,4r)-4-(methylamino)cyclohexyl)oxy)-2-oxo-2H-chromen-3-yl)[1,1'-biphenyl]-3-carboxamide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: tributylphosphine / benzene / 0.08 h / 0 °C
1.2: 12 h / 75 °C
2.1: trifluoroacetic acid / dichloromethane / 12 h / 0 - 20 °C |
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