3,5-Pyridinedicarboxylic acid, 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-, mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)-

Base Information

Chemical Name:3,5-Pyridinedicarboxylic acid, 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-, mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)-
CAS No.:138279-21-7
Molecular Formula:C₂₃H₂₈N₂O₉
Molecular Weight:476.483
Hs Code.:
Mol file:138279-21-7.mol

3,5-Pyridinedicarboxylic acid,
1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-,
mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-, mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)-

Chemical Property:

Purity/Quality:

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Technology Process of 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-, mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)-

There total 2 articles about 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-, mono[(2,2-dimethyl-1-oxopropoxy)methyl] ester, (R)- 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:

: 138299-10-2
bis(pivaloyloxymethyl) 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

: 138279-21-7
(R)-1-Methoxymethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid mono-(2,2-dimethyl-propionyloxymethyl) ester

: 138279-10-4
(S)-1-Methoxymethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid mono-(2,2-dimethyl-propionyloxymethyl) ester

Guidance literature:: In di-isopropyl ether; water; at 25 ℃; for 72h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; lipase P;
DOI:10.1016/S0040-4039(00)93560-3

Reference yield:

: 123973-70-6
1,4-dihydro-2,6-dimethyl-1-methoxymethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid

: 138279-21-7
(R)-1-Methoxymethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid mono-(2,2-dimethyl-propionyloxymethyl) ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 18 h

2: lipase PS, H₂O / diisopropyl ether / 72 h / Ambient temperature

With Lipase PS; water; sodium hydride; In di-isopropyl ether;
DOI:10.1248/cpb.45.863

Reference yield:

: 138279-21-7
(R)-1-Methoxymethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid mono-(2,2-dimethyl-propionyloxymethyl) ester

: (+)-Efonidipine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium bromide perbromide / CH₂Cl₂; pyridine / -20 °C

2: 94 percent / Pd(PPh₃)4, NEt₃ / toluene / 5 h / 110 °C

3: 1.) aq. HCl, 2.) aq. NaOH / 1.) MeOH, 2.) MeOH

4: WSC*HCl, TEA, DMAP / dimethylformamide

With hydrogenchloride; dmap; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; WSC*HCl; TEA; pyridinium hydrobromide perbromide; triethylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.44.1132