(-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

Base Information

Chemical Name:(-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate
CAS No.:442682-41-9
Molecular Formula:C₂₂H₂₅F₂NO₇
Molecular Weight:453.44
Hs Code.:

Synonyms:(-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

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Chemical Property of (-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

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Technology Process of (-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

There total 6 articles about (-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-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: 87.0%

: 442682-40-8
(-)-(4R)-4-[2-(difluoromethoxy)phenyl]-5-{[(isobutyryloxy)methoxy]carbonyl}-2,6-dimethyl-1,4-dihydro-3-pyridinecarboxylic acid

: 74-88-4
methyl iodide

: 442682-41-9
(-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

Guidance literature:: (-)-(4R)-4-[2-(difluoromethoxy)phenyl]-5-{[(isobutyryloxy)methoxy]carbonyl}-2,6-dimethyl-1,4-dihydro-3-pyridinecarboxylic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1016/S0957-4166(02)00022-8

Reference yield:

: 400884-08-4
3-[(isobutyryloxy)methyl] 5-methyl 4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

: 400884-19-7
(-)-(4S)-4-[2-(difluoromethoxy)phenyl]-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydro-3-pyridinecarboxylic acid

: (+)-(4R)-[2-(difluoromethoxy)phenyl]-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydro-3-pyridinecarboxylic acid

: 442682-41-9
(-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

: (+)-3-[(isobutyryloxy)methyl] 5-methyl (4S)-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

Guidance literature:: With Candida rugosa lipase; In water; isopropyl alcohol; at 25 ℃; for 6h; Title compound not separated from byproducts;
DOI:10.1021/jo0104025

Reference yield:

: 71653-64-0
o-difluoromethoxybenzaldehyde

: 442682-41-9
(-)-3-[(isobutyryloxy)methyl] 5-methyl (4R)-4-[2-(difluoromethoxy)phenyl]-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 38 percent / aq. NH₃ / ethanol / 6 h / Heating

2.1: 73 percent / KOH / ethanol / 2 h / 20 °C

3.1: 1.17 g / dimethylformamide / 18 h

4.1: 55 percent / Candida rugosa lipase / diisopropyl ether; H₂O / 3.5 h / 20 °C

5.1: K₂CO₃ / dimethylformamide / 2 h / 20 °C

5.2: 87 percent / dimethylformamide / 2 h / 20 °C

With potassium hydroxide; ammonium hydroxide; potassium carbonate; Candida rugosa lipase; In ethanol; di-isopropyl ether; water; N,N-dimethyl-formamide; 1.1: Hantzsch cyclization;
DOI:10.1016/S0957-4166(02)00022-8