4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: 4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester
• CAS No.: 440105-14-6
• Molecular Formula: C₄₅H₄₉NO₈Si
• Molecular Weight: 759.971

Synonyms:4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester

Chemical Property of 4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester

Chemical Property:

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Technology Process of 4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester

There total 2 articles about 4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl 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-2-[2,6-dibenzyloxy-4-(1,1-dimethylethoxycarbonyl)-benzoyl]benzoic acid (158980-62-2) → 4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester (440105-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenylphosphoryl azide; Et₃N / toluene / 3.5 h / 95 °C

2: toluene / 18 h / 95 °C

With diphenylphosphoranyl azide; triethylamine; In toluene; 1: Curtis rearrangement;

DOI:10.1021/jm020018f

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) + 3,5-bis-benzyloxy-4-(2-benzyloxy-6-isocyanato-benzoyl)-benzoic acid tert-butyl ester → 4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester (440105-14-6)

Guidance literature:

In toluene; at 95 ℃; for 18h;

DOI:10.1021/jm020018f

Reference yield: 87.0%

4-[6-benzyloxy-2-[[(2-trimethylsilylethoxy)carbonyl]amino]benzoyl]-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester (440105-14-6) → 4-(2-amino-6-benzyloxybenzoyl)-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester (167831-76-7)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 75 ℃; for 48h;

DOI:10.1021/jm020018f

upstream raw materials:

2-(Trimethylsilyl)ethanol

3-Benzyloxy-2-[2,6-dibenzyloxy-4-(1,1-dimethylethoxycarbonyl)-benzoyl]benzoic acid

Downstream raw materials:

4-(2-amino-6-benzyloxybenzoyl)-3,5-dibenzyloxybenzoic acid 1,1-dimethylethyl ester

4-(2-acetylamino-6-benzyloxy-benzoyl)-3,5-bis-benzyloxy-benzoic acid

3,5-bis-benzyloxy-4-(2-benzyloxy-6-methanesulfonylamino-benzoyl)-benzoic acid

4-(2-acetylamino-6-benzyloxy-benzoyl)-3,5-bis-benzyloxy-benzoic acid tert-butyl ester

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