(3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide

Base Information

• Chemical Name: (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide
• CAS No.: 1379513-71-9
• Molecular Formula: Br*C₂₈H₃₄FN₂O₅
• Molecular Weight: 577.491
• Mol file: 1379513-71-9.mol

Synonyms:(3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide

Chemical Property of (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide

There total 4 articles about (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide 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: 46.0%

(R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetate (1379513-70-8) + α-bromoacetophenone (70-11-1) → (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (1379513-71-9)

Guidance literature:

In ethyl acetate; acetonitrile; at 20 ℃; for 15h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (1379513-71-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 15 h / 20 °C

1.2: pH 1 / Cooling

2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 15 h / 20 °C

3.1: ethyl acetate; acetonitrile / 15 h / 20 °C

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium hydroxide; In tetrahydrofuran; water; ethyl acetate; acetonitrile;

Reference yield:

DL-2-(3-fluorophenyl)glycine (7292-74-2) → (3R)-3-(2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (1379513-71-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 15 h / 20 °C

1.2: pH 1 / Cooling

2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 15 h / 20 °C

3.1: ethyl acetate; acetonitrile / 15 h / 20 °C

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium hydroxide; In tetrahydrofuran; water; ethyl acetate; acetonitrile;

upstream raw materials:

(R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetate

α-bromoacetophenone

di-tert-butyl dicarbonate

2-(tert-butoxycarbonylamino)-2-(3-fluorophenyl)acetic acid