N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide
CAS No.:1300117-23-0
Molecular Formula:C₁₉H₂₃NO₄S
Molecular Weight:361.462
Hs Code.:

Synonyms:N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

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Technology Process of N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

There total 7 articles about N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-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: 76.0%

: 1029537-78-7
methyl (2S,3R)-3-[benzyl(4-methylbenzenesulfonyl)amino]-2-hydroxypent-4-enoate

: 1300117-23-0
N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 20 ℃; for 4h;
DOI:10.1002/chem.201003265

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 1300117-23-0
N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methyl-morpholine / acetonitrile / 2 h / 0 °C

2: diisobutylaluminium hydride / hexane; dichloromethane / 0.33 h / -78 °C

3: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water; toluene / 2 h / 20 °C

4: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

5: hydrogenchloride / water / 5.5 h / Reflux

6: diisobutylaluminium hydride / hexane; dichloromethane / 4 h / -78 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; 4: Wittig rearrangement;
DOI:10.1002/chem.201003265

Reference yield:

: 1029537-64-1
N-benzyl-N-{(E)-3-[2-((3aR,8aS)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]-oxazol-3-yl)-2-oxoethoxy]propen-1-yl}-4-methylbenzenesulfonamide

: 1300117-23-0
N-benzyl-N-[(1R)-((1S)-1,2-dihydroxy)ethylprop-2-enyl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

2: hydrogenchloride / water / 5.5 h / Reflux

3: diisobutylaluminium hydride / hexane; dichloromethane / 4 h / -78 - 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; 1: Wittig rearrangement;
DOI:10.1002/chem.201003265