(2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:(2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine
CAS No.:1536290-32-0
Molecular Formula:C₁₃H₁₇N
Molecular Weight:187.285
Hs Code.:

Synonyms:(2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

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Chemical Property of (2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

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Technology Process of (2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

There total 10 articles about (2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 1536290-31-9
(1S,2S)-N-allyl-N,2-dimethyl-1-phenylbut-3-en-1-amine

: 1536290-32-0
(2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

Guidance literature:: (1S,2S)-N-allyl-N,2-dimethyl-1-phenylbut-3-en-1-amine; With hydrogenchloride; In diethyl ether; at 0 ℃; for 0.5h;

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 1h; Reflux;
DOI:10.1039/c3ra45110k

Reference yield:

: 1536290-13-7
(2R,3S)-3-[N-(4-methoxyphenyl)-N-methylamino]-2-methyl-3-phenylpropan-1-ol

: 1536290-32-0
(2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.5 h / -20 °C

3.1: ammonium cerium (IV) nitrate; sulfuric acid / acetonitrile; water / 1.5 h / 0 °C

3.2: 2 h / 20 °C / pH 12

4.1: potassium carbonate / acetonitrile / 4 h / Reflux

5.1: hydrogenchloride / diethyl ether / 0.5 h / 0 °C

5.2: 1 h / Reflux

With hydrogenchloride; ammonium cerium (IV) nitrate; sulfuric acid; potassium hexamethylsilazane; potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; water; ethyl acetate; toluene; acetonitrile; 2.1: |Wittig Olefination;
DOI:10.1039/c3ra45110k

Reference yield:

: (4S,5R)-3-(4-methoxyphenyl)-5-methyl-4-phenyl-1,3-oxazinane

: 1536290-32-0
(2S,3S)-1,3-dimethyl-2-phenyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.5 h / -20 °C

4.1: ammonium cerium (IV) nitrate; sulfuric acid / acetonitrile; water / 1.5 h / 0 °C

4.2: 2 h / 20 °C / pH 12

5.1: potassium carbonate / acetonitrile / 4 h / Reflux

6.1: hydrogenchloride / diethyl ether / 0.5 h / 0 °C

6.2: 1 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; ammonium cerium (IV) nitrate; sulfuric acid; potassium hexamethylsilazane; potassium carbonate; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; toluene; acetonitrile; 3.1: |Wittig Olefination;
DOI:10.1039/c3ra45110k