1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester

Base Information

• Chemical Name: 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester
• CAS No.: 1194737-27-3
• Molecular Formula: C₂₁H₂₈FNO₂
• Molecular Weight: 345.457
• Mol file: 1194737-27-3.mol

Synonyms:1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester

Chemical Property of 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester

There total 4 articles about 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester 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:

1-(3-Fluoro-phenyl)-cycloheptanecarboxylic acid methyl ester (1194737-25-1) + (R)-quinuclidin-3-ol (25333-42-0) → 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (1194737-27-3)

Guidance literature:

1-(3-Fluoro-phenyl)-cycloheptanecarboxylic acid methyl ester; (R)-quinuclidin-3-ol; In toluene;

With sodium hydride; In mineral oil; for 8h; Reflux;

Reference yield:

methyl (3-fluorophenyl)acetate (64123-77-9) → 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (1194737-27-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

1.2: -78 - 20 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 h / Reflux; Inert atmosphere

3.1: hydrogen / palladium on carbon / methanol / 3040.2 Torr

4.1: toluene

4.2: 8 h / Reflux

With hydrogen; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on carbon; In tetrahydrofuran; methanol; dichloromethane; toluene;

Reference yield:

1-(3-fluoro-phenyl)-cyclohept-4-ene carboxylic acid methyl ester (1194737-23-9) → 1-(3-fluoro-phenyl)-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (1194737-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / palladium on carbon / methanol / 3040.2 Torr

2.1: toluene

2.2: 8 h / Reflux

With hydrogen; palladium on carbon; In methanol; toluene;

upstream raw materials:

1-(3-Fluoro-phenyl)-cycloheptanecarboxylic acid methyl ester

(R)-quinuclidin-3-ol

methyl (3-fluorophenyl)acetate

2-but-3-enyl-2-(3-fluoro-phenyl)-hex-5-enoic acid methyl ester

Downstream raw materials:

(R)-3-[1-(3-fluorophenyl)cycloheptanecarbonyloxy]-1-(5-phenyl[1,3,4]oxadiazol-2-ylmethyl)-1-azoniabicyclo[2.2.2]octane chloride

(R)-3-[1-(3-Fluoro-phenyl)-cycloheptanecarbonyloxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

(R)-3-[1-(3-Fluoro-phenyl)-cycloheptanecarbonyloxy]-1-(pyrazin-2-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide