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Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate

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Name

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate

EINECS 1806241-263-5
CAS No. 74892-82-3 Density 0.969 g/cm3
PSA 38.33000 LogP 1.26640
Solubility N/A Melting Point N/A
Formula C9H17NO2 Boiling Point 226.1 °C at 760 mmHg
Molecular Weight 171.239 Flash Point 90.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 74892-82-3 (Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate) Hazard Symbols N/A
Synonyms

2-Piperidinecarboxylicacid, 4-methyl-, ethyl ester, (2R-trans)-;(2R,4R)-4-Methyl-2-piperidinecarboxylicacid ethyl ester;2-Piperidinecarboxylicacid, 4-methyl-, ethyl ester, (2R,4R)-;

Article Data 6

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Synthetic route

131278-84-7

ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate L-(+)-tartarate

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 15 - 20℃; for 1h;88%
198641-56-4

ethyl (2R,4R)-4-methyl-1-((S)-1-phenylethyl)tetrahydropyridine-2-carboxylate

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
With 10% palladium hydroxide on charcoal; hydrogen In ethanol at 20℃; under 760.051 Torr; for 4h;45%
With palladium 10% on activated carbon; hydrogen; iron(II) oxalate; acetic acid In ethanol at 30℃; under 3750.38 Torr; for 4h; Reagent/catalyst; Autoclave;345 g
134984-62-6, 134984-77-3

(2R,4R)-4-Methyl-1-((R)-1-phenyl-ethyl)-piperidine-2-carboxylic acid ethyl ester

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
With hydrogen; palladium hydroxide - carbon In ethanol under 760 Torr; Ambient temperature;
139334-62-6

(6R)-1-<(R)-1-phenylethyl>-6-ethoxycarbonyl-4-methyl-3,4-didehydropiperidine

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / 3percent Pt-C / ethyl acetate / 16 h / 760 Torr / Ambient temperature
2: H2 / Pd(OH)2-C / ethanol / 760 Torr / Ambient temperature
View Scheme
78-79-5

isoprene

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: TFA, H2O / dimethylformamide / 30 h / Ambient temperature
2: H2 / 3percent Pt-C / ethyl acetate / 16 h / 760 Torr / Ambient temperature
3: H2 / Pd(OH)2-C / ethanol / 760 Torr / Ambient temperature
View Scheme
139334-63-7

ethyl (2R)-4-methyl-1-((S)-1-phenylethyl)-1,2,3,6-tetrahydropyridine-2-carboxylate

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (SP, S′P)-1,1′-bis[bis(4-methoxy-3,5-dimethylphenyl)phosphino]-2,2′-bis[(R)-α-(dimethylamino)benzyl]ferrocene; bis(norbornadiene)rhodium(l)tetrafluoroborate; methanesulfonic acid; hydrogen / ethanol / 18 h / 90 °C / 7500.75 Torr / Autoclave
2: 10% palladium hydroxide on charcoal; hydrogen / ethanol / 4 h / 20 °C / 760.05 Torr
View Scheme
Multi-step reaction with 2 steps
1: 3 % platinum on carbon; hydrogen / ethyl acetate / 48 h / 20 °C / 760.05 Torr
2: 10% palladium hydroxide on charcoal; hydrogen / ethanol / 4 h / 20 °C / 760.05 Torr
View Scheme

ethyl 4-methyl-2-piperidinecarboxylate L-tartrate

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 20℃; for 1h;
626-58-4

4-methylpiperidin

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: acetic acid; sodium hypochlorite / water / 2 h / 0 - 10 °C
1.2: 0 - 20 °C
2.1: hydrogenchloride / water; dichloromethane / 1.5 h / 0 - 10 °C
3.1: water; dichloromethane / 0 - 20 °C
4.1: hydrogenchloride / water / 20 - 60 °C
5.1: thionyl chloride / 0 °C / Reflux
6.1: ethanol; acetone / 0.5 h / 40 °C / Resolution of racemate
7.1: potassium carbonate / water; ethyl acetate / 1 h / 15 - 20 °C
View Scheme
85796-64-1

2,3,4,5-tetrahydro-4-methylpyridine

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: hydrogenchloride / water; dichloromethane / 1.5 h / 0 - 10 °C
2: water; dichloromethane / 0 - 20 °C
3: hydrogenchloride / water / 20 - 60 °C
4: thionyl chloride / 0 °C / Reflux
5: ethanol; acetone / 0.5 h / 40 °C / Resolution of racemate
6: potassium carbonate / water; ethyl acetate / 1 h / 15 - 20 °C
View Scheme

4-methyl-2,3,4,5-tetrahydropyridine hydrochloride

74892-82-3

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: water; dichloromethane / 0 - 20 °C
2: hydrogenchloride / water / 20 - 60 °C
3: thionyl chloride / 0 °C / Reflux
4: ethanol; acetone / 0.5 h / 40 °C / Resolution of racemate
5: potassium carbonate / water; ethyl acetate / 1 h / 15 - 20 °C
View Scheme

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Chemical Properties

Molecule structure of Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate (CAS NO.74892-82-3):

Molecular Weight: 171.24 g/mol
Molecular Formula: C9H17NO2
Density: 0.969 g/cm3 
Boiling Point: 226.1 °C at 760 mmHg 
Flash Point: 90.5 °C
Index of Refraction: 1.441
Molar Refractivity: 46.69 cm3
Molar Volume: 176.5 cm3
Surface Tension: 29.2 dyne/cm
Enthalpy of Vaporization: 46.26 kJ/mol
Vapour Pressure: 0.0835 mmHg at 25 °C 
InChI: InChI=1/C9H17NO2/c1-3-12-9(11)8-6-7(2)4-5-10-8/h7-8,10H,3-6H2,1-2H3/t7-,8-/m1/s1
InChIKey of Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate (CAS NO.74892-82-3): GHBNOCBWSUHAAA-HTQZYQBOBF

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Specification

 Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate (CAS NO.74892-82-3) is also named as 2-piperidinecarboxylic acid, 4-methyl-, ethyl ester, (2R,4R)- ; Ethyl (2R,4R)-4-methylpiperidine-2-carboxylate ; (2R,4R)-4-Methyl-2-piperidinecarboxylate .

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