3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid

Base Information

• Chemical Name: 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid
• CAS No.: 1239278-75-1
• Molecular Formula: C₁₇H₂₃NO₇S
• Molecular Weight: 385.438
• Mol file: 1239278-75-1.mol

Synonyms:3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid

Chemical Property of 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid

There total 4 articles about 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid 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: 78.0%

3-cyclopropylmethoxy-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid methyl ester (1239278-74-0) → 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid (1239278-75-1)

Guidance literature:

With sodium hydroxide; In methanol; at 20 - 50 ℃; for 3h;

DOI:10.1021/jm401549m

Reference yield:

methyl 3-(cyclopropylmethoxy)-4-nitrobenzoate (1239278-72-8) → 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid (1239278-75-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen; palladium 10% on activated carbon / methanol; water; ethyl acetate / 5 h / 1034.32 Torr

1.2: 2 h

2.1: pyridine / 18 h / 20 °C / Inert atmosphere

3.1: dmap / dichloromethane / 1 h / 20 °C

4.1: sodium hydroxide / methanol / 3 h / 20 - 50 °C

With pyridine; dmap; palladium 10% on activated carbon; hydrogen; sodium hydroxide; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm401549m

Reference yield:

methyl 3-hydroxy-4-nitrobenzoate (713-52-0) → 3-(cyclopropylmethoxy)-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid (1239278-75-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / 50 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / methanol; water; ethyl acetate / 5 h / 1034.32 Torr

2.2: 2 h

3.1: pyridine / 18 h / 20 °C / Inert atmosphere

4.1: dmap / dichloromethane / 1 h / 20 °C

5.1: sodium hydroxide / methanol / 3 h / 20 - 50 °C

With pyridine; dmap; palladium 10% on activated carbon; hydrogen; potassium carbonate; potassium iodide; sodium hydroxide; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm401549m

upstream raw materials:

3-cyclopropylmethoxy-4-(N-tert-butoxycarbonyl-N-methanesulfonyl)aminobenzoic acid methyl ester

methyl 3-hydroxy-4-nitrobenzoate

methyl 3-(cyclopropylmethoxy)-4-nitrobenzoate

methyl 4-amino-3-(cyclopropylmethoxy)benzoate

Downstream raw materials:

3-tert-butyl 2-(cyclopropylmethoxy)-4-(hydroxymethyl)phenyl(methylsulfonyl)carbamate

(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3-(3-(cyclopropylmethoxy)-4-(methylsulfonamido)benzyloxy)-3-oxopropanoyloxy)ethyl)pyridine 1-oxide?

(S)-4-(2-(2-(4-(N-(tert-butoxycarbonyl)methylsulfonamido)-3-(cyclopropylmethoxy) benzoylthio) acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(3-(cyclopropylmethoxy)-4-(methylsulfonamido)-benzoylthio)acetoxy)ethyl)pyridine 1-oxide