(S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Base Information

Chemical Name:(S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate
CAS No.:1383714-47-3
Molecular Formula:C₃₅H₃₇N₇O₇
Molecular Weight:667.721
Hs Code.:

(S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

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Chemical Property of (S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

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Technology Process of (S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

There total 20 articles about (S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate 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:

: 909415-14-1
4-[4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxy-5-nitrophenoxy]butanoic acid methyl ester

: 1383714-47-3
(S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogen; palladium 10% on activated carbon / ethyl acetate; ethanol / 3 h / 2327.23 Torr

2.1: pyridine / dichloromethane / 2 h / -10 - 20 °C

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 6 h / 20 °C

4.1: toluene-4-sulfonic acid / ethyl acetate / 2 h / 20 °C

5.1: sodium hydroxide / water; 1,4-dioxane / 20 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C

6.2: 6 h

7.1: water; 1,4-dioxane / 20 °C / Alkaline conditions

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 4 h / 20 °C

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine; triphenylphosphine / 0.5 h / 20 °C

With pyrrolidine; pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301882a

Reference yield:

: 909415-16-3
4-[5-allyloxycarbonylamino-4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxyphenoxy]butanoic acid methyl ester

: 1383714-47-3
(S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 6 h / 20 °C

2.1: toluene-4-sulfonic acid / ethyl acetate / 2 h / 20 °C

3.1: sodium hydroxide / water; 1,4-dioxane / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.2: 6 h

5.1: water; 1,4-dioxane / 20 °C / Alkaline conditions

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 4 h / 20 °C

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine; triphenylphosphine / 0.5 h / 20 °C

With pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; sodium hydroxide; In 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301882a

Reference yield:

: 909415-15-2
4-[5-amino-4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxyphenoxy]butanoic acid methyl ester

: 1383714-47-3
(S)-methyl 4-(4-(4-(4-((7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine / dichloromethane / 2 h / -10 - 20 °C

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 6 h / 20 °C

3.1: toluene-4-sulfonic acid / ethyl acetate / 2 h / 20 °C

4.1: sodium hydroxide / water; 1,4-dioxane / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 6 h

6.1: water; 1,4-dioxane / 20 °C / Alkaline conditions

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 4 h / 20 °C

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine; triphenylphosphine / 0.5 h / 20 °C

With pyrrolidine; pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; sodium hydroxide; In 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301882a