N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide

Base Information

• Chemical Name: N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide
• CAS No.: 1290086-34-8
• Molecular Formula: C₁₈H₁₇ClFNO₃S
• Molecular Weight: 381.855
• Mol file: 1290086-34-8.mol

Synonyms:N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide

Chemical Property of N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide

There total 2 articles about N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide 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: 78.0%

2-fluoro-1-tetralone (71019-06-2) + N-(4-chlorobenzylidene)methanesulfonamide → N-((R)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide + N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide (1290086-34-8) + N-((S)-(4-chlorophenyl)-((S)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide

Guidance literature:

2-fluoro-1-tetralone; With 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole; In 1,2-dichloro-ethane; at -20 ℃; for 0.5h; Molecular sieve;

N-(4-chlorobenzylidene)methanesulfonamide; In tetrahydrofuran; at -20 ℃; for 68h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/chem.201003761

Reference yield:

4-chlorobenzaldehyde (104-88-1) → N-((R)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide + N-((S)-(4-chlorophenyl)-((R)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide (1290086-34-8) + N-((S)-(4-chlorophenyl)-((S)-2-fluoro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)methanesulfonamide

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetraethoxy orthosilicate / 12 h / 160 °C

2.1: 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole / 1,2-dichloro-ethane / 0.5 h / -20 °C / Molecular sieve

2.2: 68 h / -20 °C

With 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole; tetraethoxy orthosilicate; In 1,2-dichloro-ethane; 2.1: Mannich reaction;

DOI:10.1002/chem.201003761

upstream raw materials:

2-fluoro-1-tetralone

4-chlorobenzaldehyde