7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Base Information

• Chemical Name: 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid
• CAS No.: 925684-31-7
• Molecular Formula: C₃₂H₃₇FN₄O₁₃P₂
• Molecular Weight: 766.611
• Mol file: 925684-31-7.mol

Synonyms:7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Chemical Property of 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

There total 7 articles about 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic 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: 43.0%

7-((4aS,7aS)-1-(((4-(2,2-bis(diethylphosphono)ethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (925684-95-3) → 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (925684-31-7)

Guidance literature:

7-((4aS,7aS)-1-(((4-(2,2-bis(diethylphosphono)ethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid; With trimethylsilyl bromide; In dichloromethane; at 20 ℃;

With sodium hydroxide; water; pH=7.1;

Reference yield:

Benzyl 1-cyclopropyl-6-fluoro-1,4-dihydro-7-((4aS,7aS)-octahydropyrrolo[3,4-b]pyridin-6-yl)-8-methoxy-4-oxoquinoline-3-carboxylate (925684-93-1) → 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (925684-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 20.5 h / 20 °C

2.1: cyclohexene / palladium 10% on activated carbon / ethanol / 20 h / Heating / reflux

3.1: trimethylsilyl bromide / dichloromethane / 20 °C

3.2: pH 7.1

With trimethylsilyl bromide; caesium carbonate; cyclohexene; palladium 10% on activated carbon; In ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

7-((4aS,7aS)-1-(tert-butoxycarbonyl)-octahydropyrrolo-[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (925684-42-0) → 7-((4aS,7aS)-1-(((4-(2,2-bisphosphonoethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (925684-31-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h

1.2: 20 h / 20 °C

2.1: hydrogenchloride; acetyl chloride / methanol; water / 0.75 h / 0 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 20.5 h / 20 °C

4.1: cyclohexene / palladium 10% on activated carbon / ethanol / 20 h / Heating / reflux

5.1: trimethylsilyl bromide / dichloromethane / 20 °C

5.2: pH 7.1

With hydrogenchloride; trimethylsilyl bromide; potassium carbonate; caesium carbonate; acetyl chloride; cyclohexene; palladium 10% on activated carbon; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

7-((4aS,7aS)-1-(((4-(2,2-bis(diethylphosphono)ethyl)phenylcarbamoyl)methoxy)carbonyl)-octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Diethyl 2-{4-[(bromoacetyl)amino]phenyl}-1-(diethoxyphosphoryl)ethylphosphonate

Benzyl 1-cyclopropyl-6-fluoro-1,4-dihydro-7-((4aS,7aS)-octahydropyrrolo[3,4-b]pyridin-6-yl)-8-methoxy-4-oxoquinoline-3-carboxylate

7-((4aS,7aS)-1-(tert-butoxycarbonyl)-octahydropyrrolo-[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid