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CAS No.: | 118133-15-6 |
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Name: | 1-(ETHOXYCARBONYL)-4-PIPERIDINECARBOXYLIC ACID |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C9H15NO4 |
Molecular Weight: | 201.222 |
Synonyms: | 1-(ETHOXYCARBONYL)PIPERIDINE-4-CARBOXYLIC ACID;1-(ETHOXYCARBONYL)-4-PIPERIDINECARBOXYLIC ACID;4-Carboxy-1-(ethoxycarbonyl)piperidine, Ethyl 4-carboxypiperidine-1-carboxylate;N-(Ethoxycarbonyl)isonipecoticacid;N-(Ethoxycarbonyl)piperidine-4-carboxylicacid |
Density: | 1.227 |
Melting Point: | 68-70 |
Boiling Point: | 343.0±35.0 °C(Predicted) |
Hazard Symbols: | Xi |
PSA: | 66.84000 |
LogP: | 0.87740 |
isonipecotic acid
chloroformic acid ethyl ester
1-ethoxycarbonylpiperidine-4-carboxylic acid
Conditions | Yield |
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With sodium hydroxide In water at 0 - 30℃; for 3h; | 92% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 5h; | 91% |
With sodium carbonate In tetrahydrofuran; water at 20℃; for 2h; | 91.9% |
In sodium hydroxide | |
With sodium carbonate In toluene at 20℃; |
1-ethoxycarbonylpiperidine-4-carboxylic acid
4-Chlorodeacetylcolchicine
Conditions | Yield |
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Stage #1: 1-ethoxycarbonylpiperidine-4-carboxylic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.5h; Cooling with ice; Inert atmosphere; Stage #2: 4-Chlorodeacetylcolchicine In dichloromethane at 20℃; | 93% |
1-ethoxycarbonylpiperidine-4-carboxylic acid
1-(2-phenylethyl)-1H-imidazole
Conditions | Yield |
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Stage #1: 1-ethoxycarbonylpiperidine-4-carboxylic acid With thionyl chloride In N,N-dimethyl-formamide; toluene at 50 - 55℃; for 2h; Stage #2: 1-(2-phenylethyl)-1H-imidazole With triethylamine In acetonitrile at 0 - 20℃; for 5h; Inert atmosphere; Stage #3: With hydrogen bromide In water at 25 - 90℃; for 12.16h; | 90% |
1-ethoxycarbonylpiperidine-4-carboxylic acid
chloroformic acid ethyl ester
ethyl 1-(ethoxycarbonyl)piperidine-4-carboxylate
Conditions | Yield |
---|---|
Stage #1: 1-ethoxycarbonylpiperidine-4-carboxylic acid With triethylamine In dichloromethane at 0℃; for 0.25h; Stage #2: chloroformic acid ethyl ester In dichloromethane at 0℃; for 0.5h; Stage #3: In ethanol; dichloromethane at 20℃; | 78% |
With triethylamine at 20℃; for 12h; |
1-ethoxycarbonylpiperidine-4-carboxylic acid
L-Phenylalaninol
chloroformic acid ethyl ester
1-ethoxycarbonylpiperidine-4-carboxylic acid-(1S)-(1-formyl-2-phenyl)ethylamide
Conditions | Yield |
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With sodium hydrogencarbonate; triethylamine In sodium chloride; chloroform; water; sulfur trioxide pyridine complex; dimethyl sulfoxide | 41% |
1-ethoxycarbonylpiperidine-4-carboxylic acid
(1-ethoxycarbonylpiperidin-4-yl)carbonyl chloride
Conditions | Yield |
---|---|
With thionyl chloride In N,N-dimethyl-formamide; toluene | |
With thionyl chloride In N,N-dimethyl-formamide; toluene | |
With thionyl chloride In dichloromethane at 0℃; |
1-ethoxycarbonylpiperidine-4-carboxylic acid
chloroformic acid ethyl ester
ethyl 4-(hydroxymethyl)-1-piperidinecarboxylate
Conditions | Yield |
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With sodium bicarbonate; sodium borohydrid; sodium chloride; triethylamine In tetrahydrofuran; water |
1-ethoxycarbonylpiperidine-4-carboxylic acid
11-piperidin-4-ylidene-6,11-dihydro-5H-imidazo[2,1-b][3]benzazepine
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C 1.2: 5 h / 0 - 20 °C / Inert atmosphere 1.3: 12.16 h / 25 - 90 °C 2.1: sodium hydroxide / water; dichloromethane / 0.5 h 2.2: 10 h / 25 - 145 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C 1.2: 5 h / 0 - 20 °C / Inert atmosphere 1.3: 12.16 h / 25 - 90 °C 2.1: sodium carbonate / dichloromethane 3.1: trifluorormethanesulfonic acid / dichloromethane / 25 - 140 °C View Scheme |
1-ethoxycarbonylpiperidine-4-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C 1.2: 5 h / 0 - 20 °C / Inert atmosphere 1.3: 12.16 h / 25 - 90 °C 2.1: sodium hydroxide / water; dichloromethane / 0.5 h 2.2: 10 h / 25 - 145 °C 3.1: formic acid / 1 h / 75 - 80 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C 1.2: 5 h / 0 - 20 °C / Inert atmosphere 1.3: 12.16 h / 25 - 90 °C 2.1: sodium carbonate / dichloromethane 3.1: trifluorormethanesulfonic acid / dichloromethane / 25 - 140 °C 4.1: formic acid / 1 h / 75 - 80 °C View Scheme |
1-ethoxycarbonylpiperidine-4-carboxylic acid
B
6,11-dihydro-2,3-dihydroxymethyl-11-(1-methyl-4-piperidinylidene)-5H-imidazo[2,1-b][3]-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C 1.2: 5 h / 0 - 20 °C / Inert atmosphere 1.3: 12.16 h / 25 - 90 °C 2.1: sodium hydroxide / water; dichloromethane / 0.5 h 2.2: 10 h / 25 - 145 °C 3.1: formic acid / 1 h / 75 - 80 °C 4.1: acetic acid; potassium acetate / water / 25 - 100 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 2 h / 50 - 55 °C 1.2: 5 h / 0 - 20 °C / Inert atmosphere 1.3: 12.16 h / 25 - 90 °C 2.1: sodium carbonate / dichloromethane 3.1: trifluorormethanesulfonic acid / dichloromethane / 25 - 140 °C 4.1: formic acid / 1 h / 75 - 80 °C 5.1: acetic acid; potassium acetate / water / 25 - 100 °C View Scheme |