(S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate

Base Information

• Chemical Name: (S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate
• CAS No.: 1242597-71-2
• Molecular Formula: C₁₆H₁₈F₃NO₄S
• Molecular Weight: 377.384
• Mol file: 1242597-71-2.mol

Synonyms:(S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate

Chemical Property of (S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate

There total 1 articles about (S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl 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:

(6S,8aR)-6-(4-methoxyphenyl)hexahydroindolizin-7(1H)-one (1242597-75-6) + N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide (145100-51-2) → (S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate (1242597-71-2)

Guidance literature:

In tetrahydrofuran; at -78 - 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo101051w

Reference yield: 96.0%

4-Bromoveratrole (2859-78-1) + (S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate (1242597-71-2) → (S)-1,2,3,5,8,8a-hexahydro-7-(3,4-dimethoxyphenyl)-6-(4-methoxyphenyl)indolizine (1242597-79-0)

Guidance literature:

4-Bromoveratrole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 2h; Inert atmosphere;

With zinc dibromide; In tetrahydrofuran; pentane; at -78 - 20 ℃; Inert atmosphere;

(S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pentane; at 20 - 50 ℃; Inert atmosphere;

DOI:10.1021/jo101051w

Reference yield: 91.0%

(S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate (1242597-71-2) + methyllithium (917-54-4) → (8aS)-6-(4-methoxyphenyl)-7-methyl-1,2,3,5,8,8a-hexahydroindolizine (104069-35-4)

Guidance literature:

methyllithium; With zinc dibromide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Inert atmosphere;

(S)-6-(4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizin-7-yl trifluoromethanesulfonate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; at 20 - 50 ℃; Inert atmosphere;

DOI:10.1021/jo101051w

upstream raw materials:

(6S,8aR)-6-(4-methoxyphenyl)hexahydroindolizin-7(1H)-one

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

Downstream raw materials:

(S)-1,2,3,5,8,8a-hexahydro-7-(3,4-dimethoxyphenyl)-6-(4-methoxyphenyl)indolizine

(8aS)-6-(4-methoxyphenyl)-7-methyl-1,2,3,5,8,8a-hexahydroindolizine