5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid

Base Information

• Chemical Name: 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid
• CAS No.: 794488-25-8
• Molecular Formula: C₁₇H₂₁N₃O₁₀
• Molecular Weight: 427.368

Synonyms:5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid

Chemical Property of 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid

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Technology Process of 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid

There total 2 articles about 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic 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:

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid (90359-20-9) → 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid (794488-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / ethyl acetate / 12 h / 20 °C

2: 0.67 g / Et₃N / dimethylformamide; CHCl₃ / 10 h / 20 °C

3: 69 percent / LiOH / CH₂Cl₂; methanol; tetrahydrofuran / 15 h / 20 °C

With lithium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja048963b

Reference yield:

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester (96203-42-8) → 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid (794488-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.67 g / Et₃N / dimethylformamide; CHCl₃ / 10 h / 20 °C

2: 69 percent / LiOH / CH₂Cl₂; methanol; tetrahydrofuran / 15 h / 20 °C

With lithium hydroxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ja048963b

Reference yield: 96.0%

europium(III) chloride hexahydrate + 5-(2-{[2-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetylamino)-2-hydroxy-benzoic acid (794488-25-8) → Eu(3+)*HOOCC6H3OHNHCOCH2NH(CH2COO)C2H4NH(CH2COO)2(1-)*2Cl(1-)*4H2O=EuHOOCC6H3OHNCOCH2N(CH2COO)C2H4NH(CH2COO)2*2HCl*4H2O

Guidance literature:

In water; aq. soln. acid and EuCl3*6H2O was refluxed for 4 h; solvent was removed in vacuo; elem. anal.;

DOI:10.1021/ja048963b

upstream raw materials:

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

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