dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate

Base Information

• Chemical Name: dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate
• CAS No.: 83152-62-9
• Molecular Formula: C₂₁H₂₈N₂O₅
• Molecular Weight: 388.464

Synonyms:dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate

Chemical Property of dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate

Chemical Property:

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Technology Process of dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate

There total 3 articles about dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate 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: 82.0%

(5R,6S,7R)-7-Diethylcarbamoyl-7-methyl-6-phenyl-2-oxa-1-aza-bicyclo[3.2.0]hept-3-ene-3,4-dicarboxylic acid dimethyl ester (83152-52-7) → dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate (83152-62-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 16h; under 760 Torr;

DOI:10.1021/jo00144a005

Reference yield:

(cis)-N,N-diethyl-2,3-dihydro-2-methyl-3-phenyl-2-azetecarboxamide 1-oxide (78602-07-0) → dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate (83152-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CHCl₃ / 4 h

2: 82 percent / H₂ / 5percent Pd on charcoal / ethanol / 16 h / 760 Torr

With hydrogen; palladium on activated charcoal; In ethanol; chloroform;

DOI:10.1021/jo00144a005

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 6-<(diethylamino)carbonyl>-1,4,5,6-tetrahydro-6-methyl-5-phenyl-2,3-pyridinedicarboxylate (83152-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CHCl₃ / 4 h

2: 82 percent / H₂ / 5percent Pd on charcoal / ethanol / 16 h / 760 Torr

With hydrogen; palladium on activated charcoal; In ethanol; chloroform;

DOI:10.1021/jo00144a005

upstream raw materials:

(5R,6S,7R)-7-Diethylcarbamoyl-7-methyl-6-phenyl-2-oxa-1-aza-bicyclo[3.2.0]hept-3-ene-3,4-dicarboxylic acid dimethyl ester

(cis)-N,N-diethyl-2,3-dihydro-2-methyl-3-phenyl-2-azetecarboxamide 1-oxide

dimethyl acetylenedicarboxylate

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