5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

Base Information

• Chemical Name: 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester
• CAS No.: 172646-18-3
• Molecular Formula: C₃₄H₄₁N₃O₁₈
• Molecular Weight: 779.709

Synonyms:5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

Chemical Property of 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

Chemical Property:

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Technology Process of 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

There total 4 articles about 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl 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: 86.0%

5-nitro 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester (172646-17-2) → 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester (172646-18-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1002/anie.201210279

Reference yield:

5′-nitro-1,2-bis-(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid (124251-83-8) → 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester (172646-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 6 h / 20 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / ethyl acetate / 3 h / 20 °C

With palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; In ethyl acetate; acetonitrile;

DOI:10.1002/anie.201210279

Reference yield:

1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrakis acetoxymethyl ester (125367-34-2) → 5-amino 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester (172646-18-3)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid / acetic acid / 0 °C

2: nitric acid / acetic acid / 0 °C

3: N-ethyl-N,N-diisopropylamine / acetonitrile / 6 h / 20 °C / Inert atmosphere

4: palladium on activated charcoal; hydrogen / ethyl acetate / 3 h / 20 °C

With palladium on activated charcoal; hydrogen; nitric acid; N-ethyl-N,N-diisopropylamine; In acetic acid; ethyl acetate; acetonitrile;

DOI:10.1002/anie.201210279

upstream raw materials:

1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrakis acetoxymethyl ester

5-nitro-BAPTA-tetramethyl ester

5′-nitro-1,2-bis-(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid

5-nitro 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetraacetoxymethyl ester

Downstream raw materials:

C₅₇H₅₇Cl₂N₃O₂₁Si

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