(3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate

Base Information

• Chemical Name: (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate
• CAS No.: 1609286-17-0
• Molecular Formula: CF₃O₃S*C₁₃H₁₈ClN₂
• Molecular Weight: 386.823
• Mol file: 1609286-17-0.mol

Synonyms:(3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate

Chemical Property of (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate

There total 7 articles about (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate 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: 99.0%

(3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride (1609286-15-8) + sodium triflate (2926-30-9) → (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate (1609286-17-0)

Guidance literature:

In acetonitrile; at 20 ℃; for 46h;

Reference yield:

(R)-N,N'-(1-phenylethane-1,2-diyl)bis(2-chloroacetamide) (1609286-13-6) → (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate (1609286-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: borane-THF / tetrahydrofuran / 0 °C / Reflux

2: N,N-dimethyl-formamide / 12 h / 150 °C

3: acetone / 336 h / 20 °C

4: acetonitrile / 46 h / 20 °C

With borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

D-phenylglycine methyl ester hydrochloride (19883-41-1,13226-98-7) → (3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate (1609286-17-0)

Guidance literature:

Multi-step reaction with 7 steps

1: ammonium hydroxide / water; toluene / 24 h / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

3: dmap; triethylamine / dichloromethane / 0 - 20 °C

4: borane-THF / tetrahydrofuran / 0 °C / Reflux

5: N,N-dimethyl-formamide / 12 h / 150 °C

6: acetone / 336 h / 20 °C

7: acetonitrile / 46 h / 20 °C

With dmap; ammonium hydroxide; lithium aluminium tetrahydride; borane-THF; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;

upstream raw materials:

(3R)-1-(chloromethyl)-3-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride

sodium triflate

D-phenylglycine methyl ester hydrochloride

(R)-phenylglycine amide

Refernces