3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, (2,2-dimethyl-1-oxopropoxy)methyl methyl ester, (S)-

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, (2,2-dimethyl-1-oxopropoxy)methyl methyl ester, (S)-
• CAS No.: 138279-12-6
• Molecular Formula: C22H26N2O8
• Molecular Weight: 446.457
• Mol file: 138279-12-6.mol

Synonyms:

Chemical Property of 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, (2,2-dimethyl-1-oxopropoxy)methyl methyl ester, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, (2,2-dimethyl-1-oxopropoxy)methyl methyl ester, (S)-

There total 5 articles about 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, (2,2-dimethyl-1-oxopropoxy)methyl methyl ester, (S)- 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: 98.0%

(S)-(+)-methyl pivaloyloxymethyl 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (138279-11-5) → (S)-(+)-methyl pivaloyloxymethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (138279-12-6)

Guidance literature:

With hydrogenchloride; In acetone; for 2h;

DOI:10.1248/cpb.45.863

Reference yield:

1,4-dihydro-2,6-dimethyl-1-methoxymethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid (123973-70-6) → (S)-(+)-methyl pivaloyloxymethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (138279-12-6)

Guidance literature:

Multi-step reaction with 4 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

3: 94 percent / diethyl ether; CH₂Cl₂ / 1 h / 0 °C

4: 98 percent / aq. HCl / acetone / 2 h

With hydrogenchloride; Lipase PS; water; sodium hydride; In diethyl ether; dichloromethane; di-isopropyl ether; acetone;

DOI:10.1248/cpb.45.863

Reference yield:

bis(pivaloyloxymethyl) 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (138299-10-2) → (S)-(+)-methyl pivaloyloxymethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (138279-12-6)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 94 percent / diethyl ether; CH₂Cl₂ / 1 h / 0 °C

3: 98 percent / aq. HCl / acetone / 2 h

With hydrogenchloride; Lipase PS; water; In diethyl ether; dichloromethane; di-isopropyl ether; acetone;

DOI:10.1248/cpb.45.863

upstream raw materials:

(S)-(+)-methyl pivaloyloxymethyl 1,4-dihydro-1-(methoxymethyl)-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

diazomethane

(S)-(+)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-5-pivaloyloxymethoxycarbonyl-3-pyridinecarboxylic acid

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

Downstream raw materials:

(R)-methyl pivaloyloxymethyl 2-bromomethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

(+)-Nilvadipine

(R)-methyl pivaloyloxymethyl 2-formyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

(R)-methyl pivaloyloxymethyl 2-cyano-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate