(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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate
• CAS No.: 1428305-86-5
• Molecular Formula: C₃₆H₃₈N₆O₇
• Molecular Weight: 666.734
• Mol file: 1428305-86-5.mol

Synonyms:

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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-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:

4-[4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxy-5-nitrophenoxy]butanoic acid methyl ester (909415-14-1) → (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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate (1428305-86-5)

Guidance literature:

Multi-step reaction with 7 steps

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

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

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 6 h / 20 °C

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

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

6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 4 h / 20 °C

7: 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:

4-[5-amino-4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxyphenoxy]butanoic acid methyl ester (909415-15-2) → (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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate (1428305-86-5)

Guidance literature:

Multi-step reaction with 6 steps

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

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

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

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

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 4 h / 20 °C

6: 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

Reference yield:

4-[5-allyloxycarbonylamino-4-((2S)-2-hydroxymethylpyrrolidine-1-carbonyl)-2-methoxyphenoxy]butanoic acid methyl ester (909415-16-3) → (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)phenyl)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate (1428305-86-5)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

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

5: 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

upstream raw materials:

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

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

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

(11S,11aS)-11-hydroxy-7-methoxy-8-(3-methoxycarbonylpropoxy)-5-oxo-2,3,11,11a-tetrahydro-1H,5H-pyrrolo[2,1-c][1,4]benzodiazepine-10-carboxylic acid allyl ester