(2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

Base Information

Chemical Name:(2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide
CAS No.:74974-80-4
Molecular Formula:C₂₈H₃₁NO₂S
Molecular Weight:445.626
Hs Code.:

Synonyms:(2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

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Chemical Property of (2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

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Technology Process of (2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

There total 9 articles about (2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide 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: 95.0%

: 74974-79-1
(5S)-(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

: 74974-80-4
(2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane;
DOI:10.1021/ja00385a029

Reference yield:

: 13505-32-3
N-tosyl-(S)-phenylalanine

: 74974-80-4
(2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 48 h / 25 °C

2: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

3: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

4: 53 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

5: 91 percent / diethyl ether / 0.33 h / -78 °C

6: 95 percent / methanesulfonyl chloride, triethylamine / CH₂Cl₂

With dimethylsulfide borane complex; sodium hydride; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00385a029

Reference yield:

: 82495-70-3
(2S)-2-p-toluenesulfonamido-3-phenylpropanol

: 74974-80-4
(2S)-(E)-N,N-benzyl-2-(4,5-dimethyl-1-phenyl)hexa-3,5-dienyl-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

2: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

3: 53 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

4: 91 percent / diethyl ether / 0.33 h / -78 °C

5: 95 percent / methanesulfonyl chloride, triethylamine / CH₂Cl₂

With sodium hydride; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00385a029