methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate

Base Information

• Chemical Name: methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate
• CAS No.: 1373319-45-9
• Molecular Formula: C₃₀H₃₆N₄O₇
• Molecular Weight: 564.638
• Mol file: 1373319-45-9.mol

Synonyms:methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate

Chemical Property of methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate

There total 12 articles about methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate 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: 89.0%

methyl 3-isopropoxy-4-(3-isopropoxy-4-(6-isopropoxy-5-nitropicolinamido)benzamido)benzoate (1373319-41-5) → methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate (1373319-45-9)

Guidance literature:

With tin(II) chloride dihdyrate; In ethyl acetate; at 50 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c2ob07125h

Reference yield:

3-hydroxy-4-nitro-benzoic acid (619-14-7) → methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate (1373319-45-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: thionyl chloride / 12 h / 0 °C / Reflux; Inert atmosphere

2.1: triphenylphosphine / tetrahydrofuran / 0.03 h / 20 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / Inert atmosphere

4.1: dichlorotriphenylphosphorane / chloroform / Reflux; Inert atmosphere

5.1: tin(II) chloride dihdyrate / ethyl acetate / 12 h / 50 °C / Inert atmosphere

6.1: dichlorotriphenylphosphorane / chloroform / Reflux; Inert atmosphere

7.1: tin(II) chloride dihdyrate / ethyl acetate / 12 h / 50 °C / Inert atmosphere

With thionyl chloride; tin(II) chloride dihdyrate; palladium 10% on activated carbon; hydrogen; triphenylphosphine; dichlorotriphenylphosphorane; In tetrahydrofuran; methanol; chloroform; ethyl acetate;

DOI:10.1039/c2ob07125h

Reference yield:

methyl 3-isopropyloxy-4-nitrobenzoate (159783-41-2) → methyl 4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoate (1373319-45-9)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 20 °C / Inert atmosphere

2: dichlorotriphenylphosphorane / chloroform / Reflux; Inert atmosphere

3: tin(II) chloride dihdyrate / ethyl acetate / 12 h / 50 °C / Inert atmosphere

4: dichlorotriphenylphosphorane / chloroform / Reflux; Inert atmosphere

5: tin(II) chloride dihdyrate / ethyl acetate / 12 h / 50 °C / Inert atmosphere

With tin(II) chloride dihdyrate; palladium 10% on activated carbon; hydrogen; dichlorotriphenylphosphorane; In methanol; chloroform; ethyl acetate;

DOI:10.1039/c2ob07125h

upstream raw materials:

methyl 3-isopropoxy-4-(3-isopropoxy-4-nitro-benzoylamino)-benzoate

methyl 3-isopropoxy-4-(3-isopropoxy-4-amino-benzoylamino)-benzoate

methyl 3-isopropyloxy-4-nitrobenzoate

methyl 3-isopropoxy-4-(3-isopropoxy-4-(6-isopropoxy-5-nitropicolinamido)benzamido)benzoate

Downstream raw materials:

4-(4-(5-amino-6-isopropoxypicolinamido)-3-isopropoxybenzamido)-3-isopropoxybenzoic acid

Refernces