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175591-22-7

Basic Information
CAS No.: 175591-22-7
Name: (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine
Article Data: 21
Molecular Structure:
Molecular Structure of 175591-22-7 ((betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine)
Formula: C15H25NO
Molecular Weight: 235.37
Synonyms: (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine;
Density: 0.927 g/cm3
Boiling Point: 308.9 °C at 760 mmHg
Flash Point: 91.2 °C
PSA: 12.47000
LogP: 3.38650
Synthetic route
1367879-28-4

(2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpent-4-en-1-amine

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 24℃; under 3750.38 Torr; for 22h;99%
With hydrogen; 5%-palladium/activated carbon In methanol at 20℃; under 3375.34 Torr; for 16h;
1322723-68-1

(R),(R)-toluene-4-sulfonic acid 3-(3-methoxy-phenyl)-2-methyl-pentyl ester

506-59-2

N,N-dimethylammonium chloride

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
Stage #1: N,N-dimethylammonium chloride With sodium hydroxide In dimethyl sulfoxide at 20 - 25℃; for 0.166667h;
Stage #2: (R),(R)-toluene-4-sulfonic acid 3-(3-methoxy-phenyl)-2-methyl-pentyl ester In dimethyl sulfoxide at 50 - 55℃; for 2h;
95%
809282-20-0

(2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
Stage #1: (2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol With methanesulfonic acid; sulfuric acid In tetrahydrofuran; cyclohexane at 25 - 78℃; for 3h;
Stage #2: With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; cyclohexane at 25 - 30℃; Autoclave; Inert atmosphere;
93.62%
Multi-step reaction with 2 steps
1.1: sulfuric acid / cyclohexane; tetrahydrofuran / 3 h / 25 - 80 °C
1.2: pH 8 - 9
2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 25 - 30 °C / in an autoclave; Inert atmosphere
2.2: 0 - 5 °C / pH 9 - 10
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / tetrahydrofuran; cyclohexane / 3 h / 25 - 78 °C
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 25 - 30 °C / Autoclave; Inert atmosphere
View Scheme
1360589-13-4

(2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-yl 4-methylsulfonate

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
Stage #1: (2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-yl 4-methylsulfonate With hydrogen; palladium 10% on activated carbon In tetrahydrofuran at 25 - 30℃; in an autoclave; Inert atmosphere;
Stage #2: With sodium hydroxide In water at 0 - 5℃; pH=9 - 10; Product distribution / selectivity;
91%
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 25 - 30℃; Autoclave; Inert atmosphere;91%
1322723-50-1

(βR,γR)-γ-ethyl-3-methoxy-β-methylbenzenepropanol

506-59-2

N,N-dimethylammonium chloride

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
Stage #1: (βR,γR)-γ-ethyl-3-methoxy-β-methylbenzenepropanol With methanesulfonyl chloride; triethylamine In dichloromethane at 0℃; for 1h;
Stage #2: N,N-dimethylammonium chloride In dichloromethane at 30℃; for 2h;
91%
1313374-09-2

(αR,βR)-β-ethyl-3-methoxy-N,N,α-trimethyl benzenepropanamide

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Cooling with ice;90%
Stage #1: (αR,βR)-β-ethyl-3-methoxy-N,N,α-trimethyl benzenepropanamide With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Cooling with ice;
Stage #2: With water; sodium hydroxide In tetrahydrofuran
90%
Stage #1: (αR,βR)-β-ethyl-3-methoxy-N,N,α-trimethyl benzenepropanamide With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 1h; Inert atmosphere; Reflux;
Stage #2: With sodium hydroxide In water; toluene at 20℃; for 0.5h; Cooling with ice;
84%
Stage #1: (αR,βR)-β-ethyl-3-methoxy-N,N,α-trimethyl benzenepropanamide With dimethylsulfide borane complex In tetrahydrofuran at 20 - 80℃; for 3h; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0 - 5℃; for 0.5h;

(R)-3-(3-methoxyphenyl)-N,N,2-trimethylpent-3-en-1-amine

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In ethanol; water at 20℃; Inert atmosphere;72%
50-00-0

formaldehyd

(3S,4R)-4-(3-methoxyphenyl)-3-methylhexanoic acid

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
With formic acid In water at 85℃; for 3h;70%

(R)-3-(3-methoxyphenyl)-N,N,2-trimethylpent-3-en-1-amine

A

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

B

(2R,3S)-1-dimethylamino-3-(3-methoxyphenyl)-2-methylpentane

Conditions
ConditionsYield
Stage #1: (R)-3-(3-methoxyphenyl)-N,N,2-trimethylpent-3-en-1-amine With hydrogenchloride; hydrogen; 5%-palladium/activated carbon In ethanol; water under 750.075 - 3750.38 Torr;
Stage #2: With sodium hydroxide; water In ethanol at 20℃; pH=10 - 12;

C17H24F3NO3

175591-22-7

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine

Conditions
ConditionsYield
Stage #1: C17H24F3NO3 With hydrogen; palladium 10% on activated carbon at 40℃; under 1520.1 Torr; for 4h;
Stage #2: With sodium hydroxide; water at 20℃; for 0.166667h; Product distribution / selectivity;
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175591-23-8
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    175591-22-7

    (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine

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  • (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine

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    (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine

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    (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine

    Min.Order: 100 Gram

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    175591-22-7

    (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine

    Min.Order: 1 Gram

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  • (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine

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    175591-22-7

    (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine

    Min.Order: 1 Kilogram

    FOB Price:  USD $ 0.0-0.0

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  • (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine

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    175591-22-7

    (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine

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Specification

The Benzenepropanamine, g-ethyl-3-methoxy-N,N,b-trimethyl-, (bR,gR)-, with the CAS registry number 175591-22-7, is also known as (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine. This chemical's molecular formula is C15H25NO and molecular weight is 235.37. What's more, its IUPAC name and systematic name are the same which is called (2R,3R)-3-(3-Methoxyphenyl)-N,N,2-trimethylpentan-1-amine.

Physical properties about Benzenepropanamine, g-ethyl-3-methoxy-N,N,b-trimethyl-, (bR,gR)-: (1)ACD/LogP: 3.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.83; (4)ACD/LogD (pH 7.4): 1.84; (5)ACD/BCF (pH 5.5):1; (6)ACD/BCF (pH 7.4): 4.84; (7)ACD/KOC (pH 5.5): 2.75; (8)ACD/KOC (pH 7.4): 28.59; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 12.47 Å2; (13)Index of Refraction: 1.494; (14)Molar Refractivity: 73.96 cm3; (15)Molar Volume: 253.6 cm3; (16)Surface Tension: 31.5 dyne/cm; (17)Density: 0.927 g/cm3; (18)Flash Point: 91.2 °C; (19)Enthalpy of Vaporization: 54.96 kJ/mol; (20)Boiling Point: 308.9 °C at 760 mmHg; (21)Vapour Pressure: 0.000661 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O(c1cc(ccc1)[C@H](CC)[C@@H](C)CN(C)C)C
(2) InChI: InChI=1/C15H25NO/c1-6-15(12(2)11-16(3)4)13-8-7-9-14(10-13)17-5/h7-10,12,15H,6,11H2,1-5H3/t12-,15+/m0/s1
(3) InChIKey: JKVBTSJLQLSTHJ-SWLSCSKDBI