Benzenesulfonamide, 4-methyl-N-[(1S)-1-methyl-2-oxo-2-phenylethyl]-

Base Information

• Chemical Name: Benzenesulfonamide, 4-methyl-N-[(1S)-1-methyl-2-oxo-2-phenylethyl]-
• CAS No.: 206759-70-8
• Molecular Formula: C16H17NO3S
• Molecular Weight: 303.382
• DSSTox Substance ID: DTXSID90473865
• Nikkaji Number: J951.567D
• Wikidata: Q82303531
• Mol file: 206759-70-8.mol

Synonyms:206759-70-8;Benzenesulfonamide, 4-methyl-N-[(1S)-1-methyl-2-oxo-2-phenylethyl]-;DTXSID90473865

Chemical Property of Benzenesulfonamide, 4-methyl-N-[(1S)-1-methyl-2-oxo-2-phenylethyl]-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 303.09291458
• Heavy Atom Count: 21
• Complexity: 441

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(C)C(=O)C2=CC=CC=C2
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](C)C(=O)C2=CC=CC=C2

Technology Process of Benzenesulfonamide, 4-methyl-N-[(1S)-1-methyl-2-oxo-2-phenylethyl]-

There total 7 articles about Benzenesulfonamide, 4-methyl-N-[(1S)-1-methyl-2-oxo-2-phenylethyl]- 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: 98.0%

N-(1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzenesulfonamide (426821-94-5) → (S)-4-methyl-N-(1-methyl-2-oxo-2-phenyl-ethyl)-benzenesulfonamide (206759-70-8)

Guidance literature:

With N-methyl-2-indolinone; K2; In tert-butyl alcohol; at 20 ℃;

DOI:10.1039/b505278p

Reference yield: 72.0%

phenylmagnesium bromide (100-58-3) + (S)-N-methoxy-N-methyl-2-(toluene-4-sulfonylamino)-propionamide (1019853-13-4) → (S)-4-methyl-N-(1-methyl-2-oxo-2-phenyl-ethyl)-benzenesulfonamide (206759-70-8)

Guidance literature:

phenylmagnesium bromide; (S)-N-methoxy-N-methyl-2-(toluene-4-sulfonylamino)-propionamide; In tetrahydrofuran; at 0 - 20 ℃; for 22h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ol800318h

Reference yield: 58.0%

N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzene sulfonamide (108591-33-9) → (S)-4-methyl-N-(1-methyl-2-oxo-2-phenyl-ethyl)-benzenesulfonamide (206759-70-8)

Guidance literature:

With potassium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 7h;

DOI:10.1002/ejoc.200700763

upstream raw materials:

chloroamine-T

trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane

N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzene sulfonamide

N-chloro-4-methylbenzenesulfonamide

Downstream raw materials:

N-(1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzenesulfonamide

1(R),2(S),5(S)-2-methyl-1-phenyl-3-(toluene-4-sulfonyl)-6-oxa-3-aza-bicyclo[3.1.0]hexane

1(S),2(S),5(R)-2-methyl-1-phenyl-3-(toluene-4-sulfonyl)-6-oxa-3-aza-bicyclo[3.1.0]hexane

N-((2S,3R)-3-hydroxy-3-phenylhex-5-en-2-yl)-4-methylbenzenesulfonamide