(R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

Base Information

Chemical Name:(R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid
CAS No.:1310744-83-2
Molecular Formula:C₂₃H₂₂N₂O₈
Molecular Weight:454.436
Hs Code.:

Synonyms:(R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

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Chemical Property of (R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

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Technology Process of (R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

There total 8 articles about (R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic 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: 81.0%

: 1310744-82-1
(R)-dimethyl 2-(1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxamido) pentanedioate

: 1310744-83-2
(R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

Guidance literature:: (R)-dimethyl 2-(1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxamido) pentanedioate; With lithium hydroxide; In methanol; water; at 20 ℃; for 16h;

With hydrogenchloride; In methanol; water;
DOI:10.1021/jm2002525

Reference yield:

: 1670-82-2,261352-47-0
Indole-6-carboxylic acid

: 1310744-83-2
(R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

2.2: 18 h / 20 °C

3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 20 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.25 h

4.2: 5 h / 20 °C

5.1: lithium hydroxide / methanol; water / 16 h / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm2002525

Reference yield:

: 223438-52-6
benzyl 1H-indole-6-carboxylate

: 1310744-83-2
(R)-2-(1-(4-(carboxymethoxy)benzyl)-1H-indole-6-carboxamido)pentanedioic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

1.2: 18 h / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 20 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.25 h

3.2: 5 h / 20 °C

4.1: lithium hydroxide / methanol; water / 16 h / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm2002525