(4R^*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

Base Information

• Chemical Name: (4R^*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine
• CAS No.: 132646-96-9
• Molecular Formula: C₂₂H₂₅NO₆S
• Molecular Weight: 431.51

Synonyms:(4R^*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

Chemical Property of (4R^*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

Chemical Property:

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Technology Process of (4R^*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

There total 8 articles about (4R^*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-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: 58.0%

1,1-dimethoxyethylene (922-69-0) + ethyl (E)-4-phenyl-2-<(phenylsulfonyl)imino>-3-butenoate (127032-85-3) → (4R*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine (132646-96-9)

Guidance literature:

In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/jo00297a006

Reference yield:

benzenesulphinyl chloride (4972-29-6) → (4R*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine (132646-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / Et₃N / CCl₄ / 1.) 0 deg C, 25 min, 2.) 23 deg C, 2 h

2: 58 percent / CH₂Cl₂ / 1 h / 25 °C

With triethylamine; In tetrachloromethane; dichloromethane;

Reference yield:

ethyl Bromopyruvate (70-23-5) → (4R*)-6-(ethoxycarbonyl)-2,2-dimethoxy-4-phenyl-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine (132646-96-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / NH₂OH*HCl / CHCl₃; methanol / 18 h / 23 °C

2: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 21 h / 23 °C

3: 91 percent / tetrahydrofuran; benzene / 18 h / 80 °C

4: K₂CO₃ / 1.) DMF, 23 deg C, 5 min, 2.) 23 deg C, 27 h

5: 82 percent / CH₃COOH, H₂O / tetrahydrofuran / 37 h / 55 °C

6: 69 percent / Et₃N / CCl₄ / 1.) 0 deg C, 25 min, 2.) 23 deg C, 2 h

7: 58 percent / CH₂Cl₂ / 1 h / 25 °C

With hydroxylamine hydrochloride; water; pyridinium p-toluenesulfonate; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; chloroform; benzene;

upstream raw materials:

1,1-dimethoxyethylene

ethyl (E)-4-phenyl-2-<(phenylsulfonyl)imino>-3-butenoate

benzenesulphinyl chloride

ethyl Bromopyruvate

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