Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities
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inquiryHenan 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
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inquiryEstablished in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site
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inquiryOur Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an
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inquiryProduct Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,
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inquiryGOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation
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inquiry(3R,4R)-N-CBZ-3,4-DIFLUOROPYRROLIDINEAppearance:detailed see specifications Storage:Keep away of light, cool place Package:25kg/drum;200kg/drum Application:An important raw material and intermediate used in Organic Synthesis, Pharmaceuticals Transpor
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inquiry(3R, 4S)-4-(4-Chlorophenyl)-1-methylpiperidine-3-carboxylic acid methyl esterAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea,
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inquiry(-)-Methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3β-carboxylate
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
With sodium methylate In methanol epimerization; Heating; | 100% |
With sodium methylate In methanol for 24h; Heating; | 86% |
With sodium methylate In methanol at 60℃; for 6h; |
arecoline
(4-chlorphenyl)magnesium bromide
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Stage #1: arecoline; (4-chlorphenyl)magnesium bromide In diethyl ether at -10℃; Addition; Stage #2: With O,O'-dibenzoyl-L-tartaric acid Racemate resolution; Further stages.; |
arecoline
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 56 percent / diethyl ether / 0.5 h / -10 °C 3: 86 percent / NaOMe / methanol / 24 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: tert-butyl methyl ether; diethyl ether / 3 h / -20 - -5 °C / Inert atmosphere 2: O,O'-dibenzoyl-L-tartaric acid / methanol / 0.5 h / 60 - 65 °C 3: sodium methylate / methanol / 6 h / 60 °C View Scheme |
(4-chlorphenyl)magnesium bromide
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 56 percent / diethyl ether / 0.5 h / -10 °C 3: 86 percent / NaOMe / methanol / 24 h / Heating View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: 86 percent / NaOMe / methanol / 24 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: O,O'-dibenzoyl-L-tartaric acid / methanol / 0.5 h / 60 - 65 °C 2: sodium methylate / methanol / 6 h / 60 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere 2: O,O'-dibenzoyl-L-tartaric acid / methanol / 0.5 h / 60 - 65 °C 3: sodium methylate / methanol / 6 h / 60 °C View Scheme |
(4-chlorphenyl)magnesium bromide
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tert-butyl methyl ether; diethyl ether / 3 h / -20 - -5 °C / Inert atmosphere 2: O,O'-dibenzoyl-L-tartaric acid / methanol / 0.5 h / 60 - 65 °C 3: sodium methylate / methanol / 6 h / 60 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-4β-(4-Chlorophenyl)-3α-(hydroxymethyl)-1-methylpiperidine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; | 92% |
With lithium aluminium tetrahydride In tetrahydrofuran | 92% |
Stage #1: (+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Stage #2: With water; ammonium chloride In tetrahydrofuran | 92% |
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Ambient temperature; | 84% |
With lithium aluminium tetrahydride In tetrahydrofuran |
acetamide oxime
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
With molecular sieve; sodium hydride In tetrahydrofuran Heating; | 74% |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Stage #1: (+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate With carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In dichloromethane for 1.5h; Heating; Stage #2: In methanol for 1h; Heating; Further stages.; | 67% |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-4β-(4-Chlorophenyl)-1-methylpiperidine-3α-carboxylic Acid
Conditions | Yield |
---|---|
With hydrogenchloride Hydrolysis; Heating; | |
With hydrogenchloride Heating; | |
With hydrogenchloride Hydrolysis; Heating; |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
2-[(3R,4S)-4-(4-Chloro-phenyl)-piperidin-3-ylmethylsulfanyl]-ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole 3: 88 percent / Cs2CO3 4: 80 percent / 1-chloroethyl chloroformate; proton sponge / CH2Cl2 5: 56 percent / LiAlH4 / tetrahydrofuran View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
2-[(3R,4S)-4-(4-Chloro-phenyl)-piperidin-3-ylmethylsulfanyl]-1-piperidin-1-yl-ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole 3: 88 percent / Cs2CO3 4: 80 percent / 1-chloroethyl chloroformate; proton sponge / CH2Cl2 5: methanol View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-(3R,4S)-4-(4-chlorophenyl)-3-(iodomethyl)-1-methylpiperidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole View Scheme | |
Multi-step reaction with 2 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]acetic acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole 3: 88 percent / Cs2CO3 View Scheme | |
Multi-step reaction with 3 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-trans-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole 3: 88 percent / Cs2CO3 4: 56 percent / LiAlH4 / tetrahydrofuran View Scheme | |
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 82 percent / LiAlH4 / tetrahydrofuran / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-[[(3R,4S)-4-(4-chlorophenyl)piperidin-3-yl]methylsulfanyl]acetic acid methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole 3: 88 percent / Cs2CO3 4: 80 percent / 1-chloroethyl chloroformate; proton sponge / CH2Cl2 View Scheme | |
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 80 percent / 1,8-bis(dimethylamino)naphthalene; α-chloroethyl chloroformate / CH2Cl2 / 2.5 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 2.5 h / Heating / reflux View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-trans-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]-1-(piperidin-1-yl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran 2: 86 percent / Ph3P; I2; imidazole 3: 88 percent / Cs2CO3 4: methanol View Scheme | |
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 92 percent / methanol / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: methanol / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-(3R,4S)-4-(4-chlorophenyl)-3-[(2-methoxyethylsulfanyl)methyl]-1-methylpiperidine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2.1: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3.1: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4.1: 82 percent / LiAlH4 / tetrahydrofuran / 20 °C 5.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 5.2: 65 percent / tetra-n-butylammonium iodide / tetrahydrofuran / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3.1: caesium carbonate / acetonitrile / 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 5.1: sodium hydride / tetrahydrofuran / 0 °C 5.2: 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 82 percent / LiAlH4 / tetrahydrofuran / 20 °C 5: 69 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 5: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]-N-methylacetamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 72 percent / methanol / 24 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: methanol / 24 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2.1: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3.1: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4.1: 82 percent / LiAlH4 / tetrahydrofuran / 20 °C 5.1: NaH / tetrahydrofuran / 0.17 h / 0 °C 5.2: 65 percent / tetra-n-butylammonium iodide / tetrahydrofuran / 20 °C 6.1: 61 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3.1: caesium carbonate / acetonitrile / 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 5.1: sodium hydride / tetrahydrofuran / 0 °C 5.2: 20 °C 6.1: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)piperidin-3-yl]methylsulfanyl]acetamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 90 percent / NH3(gas) / 2-methyl-propan-2-ol / 72 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 2.5 h / Heating / reflux 5: ammonia / tert-butyl alcohol / 72 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]acetamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 95 percent / NH3 (gas) / 2-methyl-propan-2-ol / 72 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: ammonia / tert-butyl alcohol / 72 h / 20 °C / Sealed tube View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]-N,N-dimethylacetamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 91 percent / methanol / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: methanol / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 80 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]-N-hydroxyacetamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 76 percent / hydroxylamine hydrochloride; KOH / methanol / 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: potassium hydroxide; hydroxylamine hydrochloride / methanol / 2 h / 5 - 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 90 percent / NH3(gas) / 2-methyl-propan-2-ol / 72 h / 20 °C 5: 73 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 2.5 h / Heating / reflux 5: ammonia / tert-butyl alcohol / 72 h / 20 °C 6: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-acetic acid 2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methylsulfanyl]ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 82 percent / LiAlH4 / tetrahydrofuran / 20 °C 5: 70 percent / 4-(dimethylamino)pyridine; pyridine / 2 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 5: pyridine / dmap / 2 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-2-[[(3R,4S)-4-(4-chlorophenyl)-1-methylpiperidin-3-yl]methanesulfinyl]acetamide
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 95 percent / NH3 (gas) / 2-methyl-propan-2-ol / 72 h / 20 °C 5: 69 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: ammonia / tert-butyl alcohol / 72 h / 20 °C / Sealed tube 5: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 72 percent / methanol / 24 h / 20 °C 5: 80 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: methanol / 24 h / 20 °C 5: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
(+)-(3R,4S)-[[4-(4-chlorophenyl)-1-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)methylsulfanyl]methyl]piperidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2.1: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3.1: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4.1: NaH / tetrahydrofuran / 2.5 h / Heating 4.2: 79 percent / 4A molecular sieves / tetrahydrofuran / 16 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3.1: caesium carbonate / acetonitrile / 20 °C 4.1: sodium hydride / tetrahydrofuran / 2.5 h / Heating / reflux 4.2: 16 h / Heating / reflux; Molecular sieve View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 82 percent / LiAlH4 / tetrahydrofuran / 20 °C 5: 70 percent / 4-(dimethylamino)pyridine; pyridine / 2 h / 20 °C 6: 82 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 5: pyridine / dmap / 2 h / 20 °C 6: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
(+)-methyl 4β-(4-chlorophenyl)-1-methylpiperidine-3α-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 92 percent / LiAlH4 / tetrahydrofuran / 20 °C 2: 86 percent / PPh3; I2; imidazole / CH2Cl2 / 2.5 h / Heating 3: 88 percent / Cs2CO3 / acetonitrile / 20 °C 4: 91 percent / methanol / 20 °C 5: 87 percent / aq. H2O2; CH3COOH / 2.5 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2.5 h / Heating / reflux 3: caesium carbonate / acetonitrile / 20 °C 4: methanol / 20 °C 5: dihydrogen peroxide / water; acetic acid / 2.5 h / 20 °C View Scheme |
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