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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

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

Cas:175591-22-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

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

Cas:175591-22-7

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages High purity, all above 98.5%, no impurities after dissolution We will test each batch to ensure quality OEM and private brand services designed for free Various cap colors available We can also provide MT1 peptide powd

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

Cas:175591-22-7

Min.Order:1 Kilogram

FOB Price: $5.0 / 10.0

Type:Trading Company

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

175591-22-7 (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine

Cas:175591-22-7

Min.Order:1 Kilogram

FOB Price: $15.0 / 50.0

Type:Trading Company

inquiry

Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specializ

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

Cas:175591-22-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

(2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethyl-pentanamine

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

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

Cas:175591-22-7

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Hope Chem Co., Ltd

1. Product advantages: exquisite appearance and unique functions. 2. Product Advantages: Our products are the best,fast speed ,in large stock 3. High-quality products and thoughtful service are your greatest satisfaction. 4. The product

(2R,3R)-3-(3-Methoxyphenyl)-N,N,2-trimethylpentan-1-amine

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shaanxi Cuicheng Biomedical Technology Co., Ltd.

Why Choose Us: 1. Factory direct sales, so we can provide the competitive price and high quality product base on 8 years of production and R&D experience. 2. It is available in stock for quick shipment.Products could be packaged according to cu

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

Cas:175591-22-7

Min.Order:1 Gram

Negotiable

Type:Other

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

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

Cas:175591-22-7

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

(betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine Basic information Product Name: (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine Synonyms: (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine;(

Tianfu Chem 175591-22-7 (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine

Cas:175591-22-7

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Think Chemical Co. Ltd

HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, thinkchem specializes in exp

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Other

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

(2R,3R)-3-(3-Methoxyphenyl)-N,N,2-trimethylpentan-1-amine

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Kono Chem Co.,Ltd

Product Name: (betaR,gammaR)-gamma-Ethyl-3-methoxy-N,N,beta-trimethylbenzenepropanamine Synonyms: (2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanam…Appearance:Solid powder Storage:Sealed,light and oxygen resistant Package:aluminum foil bag,carton

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Other

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Storage:Stored in cool, dry and ventilation place; Away from fire and heat; Package:as per your request Application:Used as Pharmaceutical Intermediates Transportation:as per your request Port

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

Cas:175591-22-7

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

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

Cas:175591-22-7

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

(2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethyl-pentanamine

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Antimex Chemical Limied

Our own factory produces direct sales with absolute price advantage Application:Pharmaceutical industry Transportation:By sea Port:Shanghai/tianjin

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:White to Off-White Solid Storage:Keep it in dry,shady and cool place Package:as your requirement Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by Sea

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

DB BIOTECH CO., LTD

best seller Application:API

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

(2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine cas 175591-22-7Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

(2R,3R)-3-(3-Methoxyphenyl)-N,N-2-trimethylpentanamine cas 175591-22-7

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Other

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Terui OP New Material Technology Co., Ltd.

The factory supplies Application:manufacturing supplies

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hunan Russell Chemicals Technology Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:any port in China

(2R,3R)-3-(3-Methoxyphenyl)-N,N,2-trimethylpentan-1-amine 175591-22-7

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

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

Cas:175591-22-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Chemvon Biotechnology Co. Ltd.

molecular formula:C15H25NO2

(2S,3R)-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methyl-3-pentanol

Cas:175591-22-7

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpent-4-en-1-amine
1367879-28-4

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

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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;
(R),(R)-toluene-4-sulfonic acid 3-(3-methoxy-phenyl)-2-methyl-pentyl ester
1322723-68-1

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

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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%
(2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol
809282-20-0

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

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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
(2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-yl 4-methylsulfonate
1360589-13-4

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

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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%
(βR,γR)-γ-ethyl-3-methoxy-β-methylbenzenepropanol
1322723-50-1

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

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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%
(αR,βR)-β-ethyl-3-methoxy-N,N,α-trimethyl benzenepropanamide
1313374-09-2

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

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

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

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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%
formaldehyd
50-00-0

formaldehyd

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

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

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

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

A

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

B

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

(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

C17H24F3NO3

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
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;
C17H27NO3

C17H27NO3

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Stage #1: C17H27NO3 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;
C19H29NO5

C19H29NO5

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Stage #1: C19H29NO5 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;
(Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine hydrochloride

(Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine hydrochloride

(E)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochloride
197144-97-1

(E)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochloride

A

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

B

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

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

Conditions
ConditionsYield
Stage #1: (Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine hydrochloride; (E)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochloride With hydrogen; 5%-palladium/activated carbon In water at 45℃; under 750.075 - 3750.38 Torr;
Stage #2: With sodium hydroxide In water Product distribution / selectivity;
(E)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine
809282-31-3

(E)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine

(Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine
809282-30-2

(Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine

A

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

B

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

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

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In ethanol at 25℃; under 750.075 - 3750.38 Torr; Product distribution / selectivity;
With hydrogen; palladium 10% on activated carbon In ethanol; water at 25℃; under 750.075 - 3750.38 Torr; Product distribution / selectivity;
With hydrogen; 5%-palladium/activated carbon In ethanol; water at 25℃; under 750.075 - 3750.38 Torr; Product distribution / selectivity;
With hydrogen; 1% Pd/C In ethanol; water at 25℃; under 750.075 - 3750.38 Torr; Product distribution / selectivity;
Stage #1: (E)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine; (Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine With hydrogenchloride; hydrogen; 5%-palladium/activated carbon In ethanol; water at 25℃; under 750.075 - 3750.38 Torr;
Stage #2: With sodium hydroxide In water; ethyl acetate at 20℃; pH=10 - 12; Product distribution / selectivity;
(2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol
809282-20-0

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

A

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

B

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

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

Conditions
ConditionsYield
Stage #1: (2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol With hydrogenchloride In water at 20 - 70℃; for 1.66667h;
Stage #2: With sodium hydroxide; sodium chloride In water at 20℃;
Stage #3: With sodium hydroxide; hydrogen; 1% Pd/C Product distribution / selectivity; more than 3 stages;
Stage #1: (2S,3R)-1-(dimethylamino)-3-(3-methoxyphenyl)-2-methyl pentan-3-ol With hydrogenchloride In water at 20 - 70℃; for 1.66667h;
Stage #2: With sodium hydroxide; sodium chloride In water at 20℃;
Stage #3: With sodium hydroxide; hydrogen; palladium dichloride Product distribution / selectivity; more than 3 stages;
(Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine
809282-30-2

(Z)-(2R)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethyl-amine

A

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

B

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

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

Conditions
ConditionsYield
With methanesulfonic acid; hydrogen; bis(norbornadiene)rhodium(l)tetrafluoroborate; (S)-Solphos In ethanol at 0 - 25℃; under 7500.75 - 15001.5 Torr; for 16.5 - 67.5h; Product distribution / selectivity;
With methanesulfonic acid; hydrogen; bis(norbornadiene)rhodium(l)tetrafluoroborate; 2,2'-bis(dicyclohexylphosphino)-6,6'-dimethyl-1,1'-biphenyl In ethanol at 0 - 25℃; under 15001.5 Torr; for 20h; Product distribution / selectivity;
With methanesulfonic acid; hydrogen; bis(norbornadiene)rhodium(l)tetrafluoroborate; 4,12-bis(diphenylphosphino)-[2.2]-paracyclophane In ethanol at 0 - 25℃; under 15001.5 Torr; for 20h; Product distribution / selectivity;
2-(3-methoxybenzylidene)malononitrile
2972-72-7

2-(3-methoxybenzylidene)malononitrile

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
1.2: 0 - 5 °C
2.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
2.2: 1 h / 25 °C
3.1: tri-n-butyl-tin hydride / 2,2'-azobis(isobutyronitrile) / toluene / 10 h / Reflux
3.2: 20 °C
4.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
4.2: pH 1
5.1: di-isopropyl ether / 6 h / 20 - 75 °C
6.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
7.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
8.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
9.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
9.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 8 steps
1.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
1.2: 0 - 5 °C
2.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
2.2: 1 h / 25 °C
3.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
3.2: pH 1
4.1: di-isopropyl ether / 6 h / 20 - 75 °C
5.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
6.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
6.2: 0 - 5 °C
7.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
8.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
8.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 9 steps
1.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
1.2: 0 - 5 °C
2.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
2.2: 1 h / 25 °C
3.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
3.2: pH 1
4.1: di-isopropyl ether / 6 h / 20 - 75 °C
5.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
6.1: sulfuric acid / 5 h / 50 - 55 °C
7.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4 h / 50 - 55 °C
8.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
9.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
9.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 9 steps
1.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
1.2: 0 - 5 °C
2.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
2.2: 1 h / 25 °C
3.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
3.2: pH 1
4.1: di-isopropyl ether / 6 h / 20 - 75 °C
5.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
6.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 55 °C
7.2: 0 - 5 °C
8.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
9.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
9.2: 2 h / 50 - 55 °C
View Scheme
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 6 h / 50 - 60 °C
2.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
2.2: 0 - 5 °C
3.1: sodium hydride / toluene / 1 h / 20 °C / Inert atmosphere
3.2: 4 h / 45 - 50 °C
3.3: 0 - 5 °C / pH 1
4.1: lithium chloride / dimethyl sulfoxide / 15 h / 150 - 160 °C
5.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
5.2: pH 1
6.1: di-isopropyl ether / 6 h / 20 - 75 °C
7.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
8.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
9.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
10.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
10.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 10 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 6 h / 50 - 60 °C
2.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
2.2: 0 - 5 °C
3.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
3.2: 1 h / 25 °C
4.1: tri-n-butyl-tin hydride / 2,2'-azobis(isobutyronitrile) / toluene / 10 h / Reflux
4.2: 20 °C
5.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
5.2: pH 1
6.1: di-isopropyl ether / 6 h / 20 - 75 °C
7.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
8.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
9.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
10.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
10.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 9 steps
1.1: tetrahydrofuran / -5 °C / Inert atmosphere
1.2: 0 °C
2.1: phosphorus tribromide / 0 - 25 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 °C
3.2: 5 h
4.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
4.2: pH 1
5.1: di-isopropyl ether / 6 h / 20 - 75 °C
6.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
7.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
7.2: 0 - 5 °C
8.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
9.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
9.2: 2 h / 50 - 55 °C
View Scheme
2-cyano-3-(3-methoxyphenyl)acrylic acid ethyl ester
24393-44-0, 19098-69-2

2-cyano-3-(3-methoxyphenyl)acrylic acid ethyl ester

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: tetrahydrofuran / -15 - 25 °C / Inert atmosphere
1.2: 0 - 5 °C
2.1: sodium hydride / toluene / 1 h / 20 °C / Inert atmosphere
2.2: 4 h / 45 - 50 °C
2.3: 0 - 5 °C / pH 1
3.1: lithium chloride / dimethyl sulfoxide / 15 h / 150 - 160 °C
4.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
4.2: pH 1
5.1: di-isopropyl ether / 6 h / 20 - 75 °C
6.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
7.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
8.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
9.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
9.2: 0.5 h / 0 - 5 °C
View Scheme
2-[1-(3-methoxy-phenyl)-propyl]-malononitrile
1313429-15-0

2-[1-(3-methoxy-phenyl)-propyl]-malononitrile

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
1.2: 1 h / 25 °C
2.1: tri-n-butyl-tin hydride / 2,2'-azobis(isobutyronitrile) / toluene / 10 h / Reflux
2.2: 20 °C
3.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
3.2: pH 1
4.1: di-isopropyl ether / 6 h / 20 - 75 °C
5.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
6.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
7.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
8.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
8.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
1.2: 1 h / 25 °C
2.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
2.2: pH 1
3.1: di-isopropyl ether / 6 h / 20 - 75 °C
4.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
5.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
5.2: 0 - 5 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 8 steps
1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
1.2: 1 h / 25 °C
2.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
2.2: pH 1
3.1: di-isopropyl ether / 6 h / 20 - 75 °C
4.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
5.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 55 °C
6.2: 0 - 5 °C
7.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
8.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
8.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 8 steps
1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
1.2: 1 h / 25 °C
2.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
2.2: pH 1
3.1: di-isopropyl ether / 6 h / 20 - 75 °C
4.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
5.1: sulfuric acid / 5 h / 50 - 55 °C
6.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4 h / 50 - 55 °C
7.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
8.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
8.2: 2 h / 50 - 55 °C
View Scheme
3-(1-bromopropyl)anisole
1313429-17-2

3-(1-bromopropyl)anisole

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 3 h / 25 °C
2.1: sodium hydride / toluene / 1 h / 20 °C / Inert atmosphere
2.2: 4 h / 45 - 50 °C
2.3: 0 - 5 °C / pH 1
3.1: lithium chloride / dimethyl sulfoxide / 15 h / 150 - 160 °C
4.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
4.2: pH 1
5.1: di-isopropyl ether / 6 h / 20 - 75 °C
6.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
7.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
8.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
9.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
9.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 10 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 3 h / 25 °C
2.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
2.2: 1 h / 25 °C
3.1: sodium amalgam / ethanol / 25 - 30 °C
4.1: sodium amide / toluene / 4 h / 20 °C / Reflux
4.2: Reflux
5.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
5.2: pH 1
6.1: di-isopropyl ether / 6 h / 20 - 75 °C
7.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
8.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
9.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
10.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
10.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 9 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 3 h / 25 °C
2.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
2.2: 1 h / 25 °C
3.1: sodium amalgam / methanol / 25 - 30 °C
4.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
4.2: pH 1
5.1: di-isopropyl ether / 6 h / 20 - 75 °C
6.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
7.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
8.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
9.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
9.2: 0.5 h / 0 - 5 °C
View Scheme
3-(3-methoxy-phenyl)-2-(toluene-4-sulfonyl)-pentanoic acid ethyl ester
1313429-18-3

3-(3-methoxy-phenyl)-2-(toluene-4-sulfonyl)-pentanoic acid ethyl ester

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
1.2: 1 h / 25 °C
2.1: sodium amalgam / ethanol / 25 - 30 °C
3.1: sodium amide / toluene / 4 h / 20 °C / Reflux
3.2: Reflux
4.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
4.2: pH 1
5.1: di-isopropyl ether / 6 h / 20 - 75 °C
6.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
7.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
8.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
9.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
9.2: 0.5 h / 0 - 5 °C
View Scheme
3-(3-methoxy-phenyl)-2-(toluene-4-sulfonyl)-pentanenitrile
1313429-19-4

3-(3-methoxy-phenyl)-2-(toluene-4-sulfonyl)-pentanenitrile

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 25 °C
1.2: 1 h / 25 °C
2.1: sodium amalgam / methanol / 25 - 30 °C
3.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
3.2: pH 1
4.1: di-isopropyl ether / 6 h / 20 - 75 °C
5.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
6.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
7.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
8.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
8.2: 0.5 h / 0 - 5 °C
View Scheme
2-[1-(3-methoxy-phenyl)-propyl]-2-methyl-malononitrile
1313429-21-8

2-[1-(3-methoxy-phenyl)-propyl]-2-methyl-malononitrile

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: tri-n-butyl-tin hydride / 2,2'-azobis(isobutyronitrile) / toluene / 10 h / Reflux
1.2: 20 °C
2.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
2.2: pH 1
3.1: di-isopropyl ether / 6 h / 20 - 75 °C
4.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
5.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
6.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
7.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
7.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
4.2: 0 - 5 °C
5.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
6.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
6.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: sulfuric acid / 5 h / 50 - 55 °C
5.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4 h / 50 - 55 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 55 °C
5.2: 0 - 5 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
3-(3-methoxy-phenyl)-2-methyl-2-(toluene-4-sulfonyl)-pentanoic acid ethyl ester
1313429-22-9

3-(3-methoxy-phenyl)-2-methyl-2-(toluene-4-sulfonyl)-pentanoic acid ethyl ester

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: sodium amalgam / ethanol / 25 - 30 °C
2.1: sodium amide / toluene / 4 h / 20 °C / Reflux
2.2: Reflux
3.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
3.2: pH 1
4.1: di-isopropyl ether / 6 h / 20 - 75 °C
5.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
6.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
7.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
8.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
8.2: 0.5 h / 0 - 5 °C
View Scheme
3-(3-methoxy-phenyl)-2-methyl-2-(toluene-4-sulfonyl)-pentanenitrile
1313429-23-0

3-(3-methoxy-phenyl)-2-methyl-2-(toluene-4-sulfonyl)-pentanenitrile

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium amalgam / methanol / 25 - 30 °C
2.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
2.2: pH 1
3.1: di-isopropyl ether / 6 h / 20 - 75 °C
4.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
5.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
6.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
7.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
7.2: 0.5 h / 0 - 5 °C
View Scheme
2-methyl-3-(3-methoxyphenyl)pentanenitrile
1313429-24-1

2-methyl-3-(3-methoxyphenyl)pentanenitrile

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
5.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
6.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
6.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
4.2: 0 - 5 °C
5.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
6.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
6.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: sulfuric acid / 5 h / 50 - 55 °C
5.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4 h / 50 - 55 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 55 °C
5.2: 0 - 5 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
2-cyano-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid
1313429-25-2

2-cyano-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: lithium chloride / dimethyl sulfoxide / 15 h / 150 - 160 °C
2.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
2.2: pH 1
3.1: di-isopropyl ether / 6 h / 20 - 75 °C
4.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
5.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
6.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
7.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
7.2: 0.5 h / 0 - 5 °C
View Scheme
2-methyl-3-(3-methoxyphenyl)valeric acid
1616-70-2

2-methyl-3-(3-methoxyphenyl)valeric acid

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: di-isopropyl ether / 6 h / 20 - 75 °C
2.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
3.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
4.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
5.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
5.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 5 steps
1.1: di-isopropyl ether / 6 h / 20 - 75 °C
2.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
3.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
3.2: 0 - 5 °C
4.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
5.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
5.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1.1: di-isopropyl ether / 6 h / 20 - 75 °C
2.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
3.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 55 °C
4.2: 0 - 5 °C
5.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
6.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
6.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1.1: di-isopropyl ether / 6 h / 20 - 75 °C
2.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
3.1: sulfuric acid / 5 h / 50 - 55 °C
4.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4 h / 50 - 55 °C
5.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
6.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
6.2: 2 h / 50 - 55 °C
View Scheme
diethyl 1-(3-methoxyphenyl)propylmethylmalonate
1313429-26-3

diethyl 1-(3-methoxyphenyl)propylmethylmalonate

(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium hydroxide / ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
5.1: sodium carbonate / toluene; water / 1 h / 0 - 5 °C
6.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 - 80 °C / Inert atmosphere
6.2: 0.5 h / 0 - 5 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: borane-dimethyl sulfide complex / tetrahydrofuran / 1 h / 50 - 55 °C / Inert atmosphere
4.2: 0 - 5 °C
5.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
6.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
6.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: sulfuric acid / 5 h / 50 - 55 °C
5.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 4 h / 50 - 55 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; ethylene glycol / 4 h / 170 - 180 °C
1.2: pH 1
2.1: di-isopropyl ether / 6 h / 20 - 75 °C
3.1: hydrogenchloride / water; tert-butyl methyl ether / 0.5 h / 20 - 25 °C
4.1: thionyl chloride / toluene / 3 h / 75 - 80 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 55 °C
5.2: 0 - 5 °C
6.1: triethylamine / dmap / dichloromethane / 6 h / 25 - 30 °C
7.1: sodium hydroxide / dimethyl sulfoxide / 0.17 h / 20 - 25 °C
7.2: 2 h / 50 - 55 °C
View Scheme
(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

tapentadol
175591-23-8

tapentadol

Conditions
ConditionsYield
With hydrogen bromide In water at 100 - 110℃; for 3h;98%
Stage #1: (βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine With dimethylsulfide In methanesulfonic acid at 5 - 60℃; for 2.16667h;
Stage #2: With sodium hydroxide In water at 5℃; pH=9 - 10;
88.62%
With methanesulfonic acid; DL-methionine at 80℃; for 16h;81%
(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

tapentadol hydrochloride

tapentadol hydrochloride

Conditions
ConditionsYield
Stage #1: (βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine With boron tribromide In dichloromethane at 20℃; for 15h; Cooling with ice;
Stage #2: With hydrogenchloride In water
90%
Stage #1: (βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine With boron tribromide In dichloromethane at 20℃; for 15h; Cooling with ice;
Stage #2: With methanol In dichloromethane Cooling with ice;
Stage #3: With hydrogenchloride In water
90%
Stage #1: (βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine With methanesulfonic acid; DL-methionine at 80℃; for 12h;
Stage #2: With hydrogenchloride In ethyl acetate at 0℃;
88%
(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

(2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpentane-1-amine hydrochloride

(2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethylpentane-1-amine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In di-isopropyl ether at 25 - 30℃; for 2h;87%
With hydrogenchloride In isopropyl alcohol at 0 - 20℃; for 4.08333h;
(βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine
175591-22-7

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

(2R)-3-(3-hydroxyphenyl)-N,N,2-trimethyl-3-pentene-1-amine hydrochloride

(2R)-3-(3-hydroxyphenyl)-N,N,2-trimethyl-3-pentene-1-amine hydrochloride

Conditions
ConditionsYield
Stage #1: (βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine With methanesulfonic acid; dimethylsulfide at 0 - 45℃; for 7h;
Stage #2: With hydrogenchloride In water; butanone at 20 - 25℃; for 2h; pH=6.5 - 7; Temperature;
54%

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