2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid

Base Information

• Chemical Name: 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid
• CAS No.: 1027381-95-8
• Molecular Formula: C₃₂H₂₉NO₇
• Molecular Weight: 539.585
• Mol file: 1027381-95-8.mol

Synonyms:2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid

Chemical Property of 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid

There total 1 articles about 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic 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:

Pyridine-2,3-dicarboxylic anhydride (699-98-9) + 3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester (158980-57-5) → 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid (1027381-95-8)

Guidance literature:

3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -72 ℃; for 0.166667h;

Pyridine-2,3-dicarboxylic anhydride; In tetrahydrofuran; hexane; at -72 ℃; for 1.5h; Further stages.;

DOI:10.1021/jm020018f

Reference yield:

benzyl bromide (100-39-0) + 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid (1027381-95-8) → 2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid benzyl ester (1026295-27-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm020018f

Reference yield:

2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid (1027381-95-8) → 4-trans-[4-(3-carboxy-2-pyridylcarbonyl)-3,5-dihydroxybenzoyloxy]-3-(4-hydroxybenzamido)azepane

Guidance literature:

Multi-step reaction with 5 steps

1.1: K₂CO₃ / dimethylformamide / 16 h / 20 °C

2.1: formic acid / 3 h / 20 °C

3.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h

4.1: DMAP; Et₃N / CH₂Cl₂ / 0.17 h

5.1: TFA / methanol

5.2: H₂ / Pd(OH)2 / ethanol; methanol / 5 h / 2844.39 Torr

With dmap; formic acid; oxalyl dichloride; potassium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm020018f

upstream raw materials:

Pyridine-2,3-dicarboxylic anhydride

3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester

Downstream raw materials:

2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic acid benzyl ester

2-(2,6-bis-benzyloxy-4-carboxy-benzoyl)-nicotinic acid benzyl ester