3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate

Base Information

• Chemical Name: 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate
• CAS No.: 1435360-13-6
• Molecular Formula: C₃₅H₃₉FN₄O₅
• Molecular Weight: 614.717
• Mol file: 1435360-13-6.mol

Synonyms:

Chemical Property of 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate

There total 11 articles about 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate 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:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate (1435360-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 3 h / Reflux

2.1: pentan-1-ol / 18 h / Inert atmosphere; Reflux

3.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 20 °C

3.2: 24 h / 20 °C

With dicyclohexyl-carbodiimide; trichlorophosphate; In dichloromethane; pentan-1-ol; 1.1: |Friedel-Crafts Alkylation;

DOI:10.1016/j.bmcl.2013.04.008

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate (1435360-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 3 h / Reflux

2.1: pentan-1-ol / 18 h / Inert atmosphere; Reflux

3.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 20 °C

3.2: 24 h / 20 °C

With dicyclohexyl-carbodiimide; trichlorophosphate; In dichloromethane; pentan-1-ol; 1.1: |Friedel-Crafts Alkylation;

DOI:10.1016/j.bmcl.2013.04.008

Reference yield:

fluorobiprofen (5104-49-4) → 3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate (1435360-13-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sulfuric acid / 3 h / Reflux

2.1: aluminum (III) chloride / dichloromethane / Reflux

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 48 h / 20 °C

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2 h / 20 °C

5.1: sulfuric acid / 3 h / Reflux

6.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 60 °C

7.1: silver nitrate / acetonitrile / 60 °C / Darkness

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 24 h / 20 °C

9.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 20 °C

9.2: 24 h / 20 °C

With aluminum (III) chloride; lithium hydroxide monohydrate; sulfuric acid; water; potassium carbonate; silver nitrate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.1: |Friedel-Crafts Acylation / 3.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1016/j.bmcl.2013.04.008

upstream raw materials:

anthranilic acid

cyclohexanone

9-chloro-1,2,3,4-tetrahydroacridine

fluorobiprofen

Refernces