(1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate

Base Information

• Chemical Name: (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate
• CAS No.: 250330-31-5
• Molecular Formula: C₂₇H₂₄F₃N₅O₁₁
• Molecular Weight: 651.51
• Mol file: 250330-31-5.mol

Synonyms:(1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate

Chemical Property of (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate

There total 5 articles about (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate 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: 12.0%

1-nitro-2-propanone (10230-68-9) + 2-Trifluoromethylbenzaldehyde (447-61-0) + (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 3-aminocrotonate (250330-30-4) → (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate (250330-31-5) + (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate (250330-32-6)

Guidance literature:

In ethanol; at 80 ℃; for 17h;

DOI:10.1016/S0960-894X(99)00445-X

Reference yield:

methyl (2R,3S)-2-(3,5-dinitrophenylcarbonylamino)-3-hydroxybutanoate (135088-97-0) → (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate (250330-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 94.2 percent / xylene / 0.5 h / 150 °C

2: 54.7 percent / NH₃ gas; p-TsOH / toluene / 4 h / 130 °C

3: 11.65 percent / ethanol / 18 h / 25 - 80 °C

With ammonia; toluene-4-sulfonic acid; In ethanol; toluene; xylene; 3: modified Hantzsch condensation;

DOI:10.1021/jm010394k

Reference yield:

(1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl acetoacetate (128108-06-5) → (1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylate (250330-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 54.7 percent / NH₃ gas; p-TsOH / toluene / 4 h / 130 °C

2: 11.65 percent / ethanol / 18 h / 25 - 80 °C

With ammonia; toluene-4-sulfonic acid; In ethanol; toluene; 2: modified Hantzsch condensation;

DOI:10.1021/jm010394k

upstream raw materials:

1-nitro-2-propanone

2-Trifluoromethylbenzaldehyde

(1S,2R)-2-(3,5-dinitrophenylcarbonylamino)-2-methoxycarbonyl-1-methylethyl 3-aminocrotonate

methyl (2R,3S)-2-(3,5-dinitrophenylcarbonylamino)-3-hydroxybutanoate

Downstream raw materials:

(+)-(S)-1,4-dihydro-2,6-dimethyl-3-nitro-4-(2-trifluoromethylphenyl)pyridine-5-carboxylic acid