(S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide
• CAS No.: 738626-20-5
• Molecular Formula: C₂₁H₂₁NO₂S
• Molecular Weight: 351.469
• Mol file: 738626-20-5.mol

Synonyms:(S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide

Chemical Property of (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide

There total 16 articles about (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide 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%

toluene-4-sulfonamide (70-55-3) + 2-methylphenyl aldehyde (529-20-4) + phenylboronic acid (98-80-6) → (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide (738626-20-5)

Guidance literature:

With palladium(II) trifluoroacetate; (S,S)-4,4′-diisopropyl-4,5,4′,5′-tetrahydro[2.2]bioxazolyl; In nitromethane; at 40 ℃; for 64h; enantioselective reaction;

DOI:10.1021/acs.orglett.5b01502

Reference yield: 99.0%

triphenylboroxine (3262-89-3) + N-(2-methylphenyl)methylidene-4-methylbenzenesulfonamide (343598-64-1) → (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide (738626-20-5)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; potassium hydroxide; In tetrahydrofuran; at 60 ℃; for 24h; enantioselective reaction;

DOI:10.1021/acs.joc.7b02601

Reference yield: 98.0%

N-(2-methylphenyl)methylidene-4-methylbenzenesulfonamide (343598-64-1) + phenylboronic acid (98-80-6) → (S)-N-[(2-methylphenyl)phenylmethyl]-4-methylbenzenesulfonamide (738626-20-5)

Guidance literature:

With potassium hydrogen difluoride; chlorobis(ethylene)rhodium(I) dimer; C₁₆H₁₆; In water; toluene; at 55 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol101531r

upstream raw materials:

N-[(E)-2-methylphenylmethylidene]-4-methylbenzenesulfonamide

phenylboronic acid

2-Methylphenylboronic acid

phenyl N-tosyl imine