o-phenylazobenzoic acid N-hydroxysuccinimidyl ester

Base Information

• Chemical Name: o-phenylazobenzoic acid N-hydroxysuccinimidyl ester
• CAS No.: 322729-83-9
• Molecular Formula: C₁₇H₁₃N₃O₄
• Molecular Weight: 323.308
• Mol file: 322729-83-9.mol

Synonyms:o-phenylazobenzoic acid N-hydroxysuccinimidyl ester

Chemical Property of o-phenylazobenzoic acid N-hydroxysuccinimidyl ester

Chemical Property:

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Technology Process of o-phenylazobenzoic acid N-hydroxysuccinimidyl ester

There total 2 articles about o-phenylazobenzoic acid N-hydroxysuccinimidyl 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: 87.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (E) -2-(phenyldiazenyl)benzoic acid (131618-74-1) → o-phenylazobenzoic acid N-hydroxysuccinimidyl ester (322729-83-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1002/anie.200600164

Reference yield: 37.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (E) -2-(phenyldiazenyl)benzoic acid (131618-74-1) + (2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyric acid methyl ester; hydrobromide → o-phenylazobenzoic acid N-hydroxysuccinimidyl ester (322729-83-9) + (2R,3S)-2-hydroxy-4-phenyl-3-[[[2-(phenylazo)benzene]carbonyl]amino]butanoic acid methyl ester

Guidance literature:

1-hydroxy-pyrrolidine-2,5-dione; (E) -2-(phenyldiazenyl)benzoic acid; With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 4 ℃;

(2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyric acid methyl ester; hydrobromide; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

DOI:10.1016/S0040-4020(00)00883-8

Reference yield: 72.0%

5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine (174221-86-4) + o-phenylazobenzoic acid N-hydroxysuccinimidyl ester (322729-83-9) → 5'-O-(4,4'-dimethoxytrityl)-2'-(N-(o-phenylazo)benzamido)-2'-deoxyuridine

Guidance literature:

With N-butylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 3 - 20 ℃;

DOI:10.1002/anie.200600164

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(E) -2-(phenyldiazenyl)benzoic acid