(R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate

Base Information

• Chemical Name: (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate
• CAS No.: 153108-45-3
• Molecular Formula: C₁₉H₂₀N₂O₇
• Molecular Weight: 388.377
• Mol file: 153108-45-3.mol

Synonyms:(R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate

Chemical Property of (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate

There total 5 articles about (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate 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: 69.0%

(S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate (153219-23-9) → (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate (153108-45-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -10 ℃; for 1h;

DOI:10.1248/cpb.45.869

Reference yield:

isopropyl 2-acetoxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate (191742-12-8) → (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate (153108-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lipase PS, H₂O / diisopropyl ether; acetone / 96 h / Ambient temperature

2: 69 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -10 °C

With oxalyl dichloride; Lipase PS; water; dimethyl sulfoxide; In dichloromethane; di-isopropyl ether; acetone;

DOI:10.1248/cpb.45.869

Reference yield:

isopropyl 3-aminocrotonate (14205-46-0) → (R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate (153108-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 20 percent / propan-2-ol / Heating

2: lipase PS, H₂O / diisopropyl ether; acetone / 96 h / Ambient temperature

3: 69 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -10 °C

With oxalyl dichloride; Lipase PS; water; dimethyl sulfoxide; In dichloromethane; di-isopropyl ether; isopropyl alcohol; acetone;

DOI:10.1248/cpb.45.869

upstream raw materials:

(S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

isopropyl 3-aminocrotonate

3-nitro-benzaldehyde

isopropyl 2-acetoxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

Downstream raw materials:

(+)-Nilvadipine