4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Base Information

• Chemical Name: 4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
• CAS No.: 121590-47-4
• Molecular Formula: C₂₄H₂₈Cl₂N₂O₅
• Molecular Weight: 495.403

Synonyms:4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Chemical Property of 4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Chemical Property:

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Technology Process of 4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

There total 1 articles about 4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 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:

eschenmoser's salt (33797-51-2) + 1-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>-2-propyne (101411-65-8) → 4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (121590-47-4)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, from -70 deg C to -10 deg C, 2.) from -70 deg C to RT;

DOI:10.1016/0223-5234(91)90197-U

Reference yield: 74.0%

4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (121590-47-4) → 4-(2,3-dichlorophenyl)-2-(4-dimethylaminobutoxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (138078-46-3)

Guidance literature:

With hydrogen; Lindlar's catalyst; In ethanol; for 4h; Ambient temperature;

DOI:10.1016/0223-5234(91)90197-U

Reference yield:

4-(2,3-dichlorophenyl)-2-(4-dimethylamino-2-butynyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (121590-47-4) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2) → 4-(2,3-dichlorophenyl)-2-(4-dimethylamino-(2Z)-butenyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (121590-51-0)

Guidance literature:

With ammonium hydroxide; In pyridine; methanol; dichloromethane; palladium; toluene;

upstream raw materials:

eschenmoser's salt

1-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>-2-propyne

Downstream raw materials:

4-(2,3-dichlorophenyl)-2-(4-dimethylaminobutoxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

4-(2,3-dichlorophenyl)-2-(4-dimethylamino-(2Z)-butenyloxy)methyl-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

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