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

Base Information

Chemical Name:(R)-dimethyl 2-(1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxamido) pentanedioate
CAS No.:1310744-82-1
Molecular Formula:C₂₇H₃₀N₂O₈
Molecular Weight:510.544
Hs Code.:

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

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Chemical Property of (R)-dimethyl 2-(1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxamido) pentanedioate

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Technology Process of (R)-dimethyl 2-(1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxamido) pentanedioate

There total 7 articles about (R)-dimethyl 2-(1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxamido) pentanedioate 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%

: 1310744-81-0
1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxylic acid

: 13515-99-6,23150-65-4,27025-25-8
D-glutamic acid dimethyl ester hydrochloride

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

Guidance literature:: 1-(4-(2-ethoxy-2-oxoethoxy)benzyl)-1H-indole-6-carboxylic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; for 0.25h;

D-glutamic acid dimethyl ester hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jm2002525

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm2002525

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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