Product Name

  • Name

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

  • EINECS 1806241-263-5
  • CAS No. 74892-82-3
  • Article Data6
  • CAS DataBase
  • Density 0.969 g/cm3
  • Solubility
  • Melting Point
  • Formula C9H17NO2
  • Boiling Point 226.1 °C at 760 mmHg
  • Molecular Weight 171.239
  • Flash Point 90.5 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 74892-82-3 (Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate)
  • Hazard Symbols
  • 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)-;
  • PSA 38.33000
  • LogP 1.26640

Synthetic route

ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate L-(+)-tartarate
131278-84-7

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

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
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%
ethyl (2R,4R)-4-methyl-1-((S)-1-phenylethyl)tetrahydropyridine-2-carboxylate
198641-56-4

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

ethyl (2R-trans)-4-methylpiperidine-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
(2R,4R)-4-Methyl-1-((R)-1-phenyl-ethyl)-piperidine-2-carboxylic acid ethyl ester
134984-62-6, 134984-77-3

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

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

Conditions
ConditionsYield
With hydrogen; palladium hydroxide - carbon In ethanol under 760 Torr; Ambient temperature;
(6R)-1-<(R)-1-phenylethyl>-6-ethoxycarbonyl-4-methyl-3,4-didehydropiperidine
139334-62-6

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

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
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
isoprene
78-79-5

isoprene

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
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
ethyl (2R)-4-methyl-1-((S)-1-phenylethyl)-1,2,3,6-tetrahydropyridine-2-carboxylate
139334-63-7

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

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

ethyl 4-methyl-2-piperidinecarboxylate L-tartrate

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

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

4-methylpiperidin

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
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
2,3,4,5-tetrahydro-4-methylpyridine
85796-64-1

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

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

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

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

4-methyl-2-piperidinecarbonitrile

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

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

ethyl 4-methyl-2-piperidinecarboxylate L-tartrate

A

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

B

ethyl (2S,4S)-4-methylpiperidine-2-carboxylate
78306-52-2

ethyl (2S,4S)-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 15 - 20℃; for 1.08333h; Overall yield = 85 %; Overall yield = 29.4 g;A n/a
B n/a
ethyl trans-(±)-4-methylpiperidine-2-carboxylate

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

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; acetone / 0.5 h / 40 °C / Resolution of racemate
2: potassium carbonate / water; ethyl acetate / 1 h / 15 - 20 °C
View Scheme
trans-(±)-4-methylpiperidine-2-carboxylic acid hydrochloride

trans-(±)-4-methylpiperidine-2-carboxylic acid hydrochloride

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 0 °C / Reflux
2: ethanol; acetone / 0.5 h / 40 °C / Resolution of racemate
3: potassium carbonate / water; ethyl acetate / 1 h / 15 - 20 °C
View Scheme
1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonyl chloride
153886-63-6

1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonyl chloride

N-Boc-N'-nitro-L-arginine

N-Boc-N'-nitro-L-arginine

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[NG-nitro-N2-(3-methyl-8-quinolinesulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

(2R,4R)-1-[NG-nitro-N2-(3-methyl-8-quinolinesulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: N-Boc-N'-nitro-L-arginine; ethyl (2R-trans)-4-methylpiperidine-2-carboxylate With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In chloroform at -30℃; for 2h;
Stage #2: 1,2,3,4-tetrahydro-3-methyl-8-quinolinesulfonyl chloride In chloroform at 20℃; for 3h; Temperature;		87.5%
...Expand
Boc-Orn(Z)-OH
2480-93-5

Boc-Orn(Z)-OH

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester
174699-01-5

(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.75h; Acylation;86%
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid
183679-12-1

5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid

(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester
183679-13-2

(2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; Acylation;84%
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-butyric acid
183679-09-6

(S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-butyric acid

(2R,4R)-1-[(S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-butyryl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

(2R,4R)-1-[(S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-butyryl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; Acylation;79%
N2-(3-methyl-8-quinolinesulfonyl)-NG-nitro-L-arginine

N2-(3-methyl-8-quinolinesulfonyl)-NG-nitro-L-arginine

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[NG-nitro-N2-(3-methyl-8-quinolinesulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

(2R,4R)-1-[NG-nitro-N2-(3-methyl-8-quinolinesulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: N2-(3-methyl-8-quinolinesulfonyl)-NG-nitro-L-arginine With trichlorophosphate In tetrahydrofuran at -30℃; for 2h; Reflux;
Stage #2: ethyl (2R-trans)-4-methylpiperidine-2-carboxylate In tetrahydrofuran for 2h;		72.6%
Boc-Asp(OtBu)-OH
1676-90-0

Boc-Asp(OtBu)-OH

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-((S)-3-tert-Butoxycarbonyl-2-tert-butoxycarbonylamino-propionyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

(2R,4R)-1-((S)-3-tert-Butoxycarbonyl-2-tert-butoxycarbonylamino-propionyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With N-ethylmorpholine;; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-((S)-2-Amino-5-benzyloxycarbonylamino-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester
174699-02-6

(2R,4R)-1-((S)-2-Amino-5-benzyloxycarbonylamino-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / 1-ethyl-3-(3-dimethylamino)propyl carbodiimide hydrochloride; HOBt; 4-methylmorpholine / dimethylformamide / 0.75 h / 20 °C
2: 100 percent / TFA / 1 h / 0 - 20 °C
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[(S)-5-Amino-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

(2R,4R)-1-[(S)-5-Amino-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 86 percent / 1-ethyl-3-(3-dimethylamino)propyl carbodiimide hydrochloride; HOBt; 4-methylmorpholine / dimethylformamide / 0.75 h / 20 °C
2: 100 percent / TFA / 1 h / 0 - 20 °C
3: 75 percent / Et3N / CH2Cl2 / 2.75 h / 20 °C
4: 92 percent / H2 / Pd black / ethanol / 72 h / 760 Torr
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[(S)-5-Cyanoamino-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

(2R,4R)-1-[(S)-5-Cyanoamino-2-(3-methyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 86 percent / 1-ethyl-3-(3-dimethylamino)propyl carbodiimide hydrochloride; HOBt; 4-methylmorpholine / dimethylformamide / 0.75 h / 20 °C
2: 100 percent / TFA / 1 h / 0 - 20 °C
3: 75 percent / Et3N / CH2Cl2 / 2.75 h / 20 °C
4: 92 percent / H2 / Pd black / ethanol / 72 h / 760 Torr
5: 100 percent / NH4OAc / methanol / 24 h / 20 °C
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

C25H40N6O6S

C25H40N6O6S

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 86 percent / 1-ethyl-3-(3-dimethylamino)propyl carbodiimide hydrochloride; HOBt; 4-methylmorpholine / dimethylformamide / 0.75 h / 20 °C
2: 100 percent / TFA / 1 h / 0 - 20 °C
3: 75 percent / Et3N / CH2Cl2 / 2.75 h / 20 °C
4: 92 percent / H2 / Pd black / ethanol / 72 h / 760 Torr
5: 100 percent / NH4OAc / methanol / 24 h / 20 °C
6: 40 percent / H2NOH / methanol / 2 h / 20 °C
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester
174699-04-8

(2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / 1-ethyl-3-(3-dimethylamino)propyl carbodiimide hydrochloride; HOBt; 4-methylmorpholine / dimethylformamide / 0.75 h / 20 °C
2: 100 percent / TFA / 1 h / 0 - 20 °C
3: 75 percent / Et3N / CH2Cl2 / 2.75 h / 20 °C
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-((S)-2-Amino-3-tert-butoxycarbonyl-propionyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

(2R,4R)-1-((S)-2-Amino-3-tert-butoxycarbonyl-propionyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 4-ethylmorpholine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide
2: p-toluenesulfonic acid monohydrate / acetonitrile / 8 h / Ambient temperature
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[(S)-3-Carboxy-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester
1027984-73-1

(2R,4R)-1-[(S)-3-Carboxy-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4-ethylmorpholine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide
2: p-toluenesulfonic acid monohydrate / acetonitrile / 8 h / Ambient temperature
3: aq. NaHCO3 / dioxane
4: HCl / ethyl acetate / 5 h / Ambient temperature
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[(S)-3-tert-Butoxycarbonyl-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester
1027037-83-7

(2R,4R)-1-[(S)-3-tert-Butoxycarbonyl-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 4-ethylmorpholine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide
2: p-toluenesulfonic acid monohydrate / acetonitrile / 8 h / Ambient temperature
3: aq. NaHCO3 / dioxane
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

(2R,4R)-1-[(S)-3-[((S)-1-Carbamimidoyl-piperidin-3-ylmethyl)-carbamoyl]-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

(2R,4R)-1-[(S)-3-[((S)-1-Carbamimidoyl-piperidin-3-ylmethyl)-carbamoyl]-2-(naphthalene-2-sulfonylamino)-propionyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 4-ethylmorpholine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide
2: p-toluenesulfonic acid monohydrate / acetonitrile / 8 h / Ambient temperature
3: aq. NaHCO3 / dioxane
4: HCl / ethyl acetate / 5 h / Ambient temperature
5: 4-ethylmorpholine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide
View Scheme
ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethyletoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate
74874-07-0

ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethyletoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Stage #1: ethyl (2R-trans)-4-methylpiperidine-2-carboxylate With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In ethyl acetate at -10℃; for 1.5h;
Stage #2: ethyl (2R-trans)-4-methylpiperidine-2-carboxylate In ethyl acetate at -10 - 10℃;
Boc-Arg(NO2)-OH
2188-18-3

Boc-Arg(NO2)-OH

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate
74874-07-0

ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate

Conditions
ConditionsYield
Stage #1: Boc-Arg(NO2)-OH With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In ethyl acetate at -10 - -5℃; for 1.5h;
Stage #2: ethyl (2R-trans)-4-methylpiperidine-2-carboxylate In ethyl acetate at -5 - 10℃;		85 g
Boc-Arg(NO2)-OH
2188-18-3

Boc-Arg(NO2)-OH

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate
74892-82-3

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

ethyl (2R,4R)-1-[(2S)-2-amino-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate dihydrochloride

ethyl (2R,4R)-1-[(2S)-2-amino-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; 4-methyl-morpholine / ethyl acetate / 1.5 h / -10 - -5 °C
1.2: -5 - 10 °C
2.1: hydrogenchloride / ethanol / 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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