(2R^*,4R^*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

Base Information

• Chemical Name: (2R^*,4R^*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine
• CAS No.: 130146-93-9
• Molecular Formula: C₁₆H₁₉NO₅S
• Molecular Weight: 337.397

Synonyms:(2R^*,4R^*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

Chemical Property of (2R^*,4R^*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

Chemical Property:

Purity/Quality:

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Technology Process of (2R^*,4R^*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

There total 6 articles about (2R^*,4R^*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-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: 56.0%

Methoxyallene (13169-00-1) + ethyl (E)-4-<(phenylsulfonyl)imino>-2-butenoate (130146-83-7) → (2R*,4R*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine (130146-93-9)

Guidance literature:

In dichloromethane; at 0 ℃; for 82h;

Reference yield: 56.0%

Methoxyallene (13169-00-1) + N-(Phenylsulfonyl)-(4-ethoxycarbonyl)-1-aza-1,3-butadiene (130146-83-7) → (2R,4R)-1-Benzenesulfonyl-2-methoxy-3-methylene-1,2,3,4-tetrahydro-pyridine-4-carboxylic acid ethyl ester (130146-93-9)

Guidance literature:

In dichloromethane; at 0 ℃; for 82h;

DOI:10.1021/jo00307a009

Reference yield:

benzenesulfonamide (98-10-2) → (2R*,4R*)-4-(ethoxycarbonyl)-3-methylidene-2-methoxy-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine (130146-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Et₃N, TiCl₄ / CH₂Cl₂ / 1.) -5 deg C to 0 deg C, 9 h, 2.) 22 deg C, 1 h

2: 56 percent / CH₂Cl₂ / 82 h / 0 °C

With titanium tetrachloride; triethylamine; In dichloromethane;

upstream raw materials:

Methoxyallene

N-(Phenylsulfonyl)-(4-ethoxycarbonyl)-1-aza-1,3-butadiene

benzenesulfonamide

4-oxo-but-2-enoic acid ethyl ester

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