N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester

Base Information

• Chemical Name: N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester
• CAS No.: 121758-41-6
• Molecular Formula: C₂₂H₂₄N₂O₇
• Molecular Weight: 428.442
• Mol file: 121758-41-6.mol

Synonyms:N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester

Chemical Property of N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester

There total 3 articles about N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester 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:

3-benzyloxy-4-methyl-2-nitrobenzoic acid benzyl ester (7597-50-4) → N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester (121758-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / KOH / tetrahydrofuran; H₂O; methanol / 12 h

2: 1.) oxalyl chloride, DMF, 2.) triethylamine / 1.) CH₂Cl₂, reflux, 40 min, 2.) THF, 0 deg C, 30 min

With potassium hydroxide; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; water;

DOI:10.1021/ja00196a055

Reference yield:

3-hydroxy-4-methyl-2-nitro-benzoic acid (6946-15-2) → N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester (121758-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / K₂CO₃ / dimethylformamide / 36 h / 65 °C

2: 80 percent / KOH / tetrahydrofuran; H₂O; methanol / 12 h

3: 1.) oxalyl chloride, DMF, 2.) triethylamine / 1.) CH₂Cl₂, reflux, 40 min, 2.) THF, 0 deg C, 30 min

With potassium hydroxide; oxalyl dichloride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja00196a055

Reference yield:

2-nitro-3-benzyloxy-4-methylbenzoic acid N-hydroxysuccinimide ester (6623-31-0) + trans-4-hydroxy-L-proline ethyl ester hydrochloride (33996-30-4) → N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester (121758-41-6)

Guidance literature:

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; Yield given. Multistep reaction; 1.) CH₂Cl₂, reflux, 40 min, 2.) THF, 0 deg C, 30 min;

DOI:10.1021/ja00196a055

upstream raw materials:

2-nitro-3-benzyloxy-4-methylbenzoic acid N-hydroxysuccinimide ester

trans-4-hydroxy-L-proline ethyl ester hydrochloride

3-benzyloxy-4-methyl-2-nitrobenzoic acid benzyl ester

3-hydroxy-4-methyl-2-nitro-benzoic acid

Downstream raw materials:

C₂₁H₁₅F₃N₂O₆S

C₂₃H₂₁N₃O₄

C₂₆H₂₄N₂O₃

C₂₀H₁₈N₂O₄