N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

Base Information

Chemical Name:N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide
CAS No.:1366422-33-4
Molecular Formula:C₃₇H₄₁NO₅S
Molecular Weight:611.802
Hs Code.:

Synonyms:N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

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Chemical Property of N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

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Technology Process of N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

There total 7 articles about N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide 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: 84.0%

: 359714-89-9
(2S,3S,4R)-N-allyl-2,3,4-tris(benzyloxy)hex-5-en-1-amine

: 98-59-9
p-toluenesulfonyl chloride

: 1366422-33-4
N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo202054g

Reference yield:

: 166592-73-0
methyl 2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-glucopyranoside

: 1366422-33-4
N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2: 1H-imidazole; iodine; triphenylphosphine / toluene / 3 h / 70 °C / Inert atmosphere

3: zinc / tetrahydrofuran; water / 2 h / 40 °C / Sonication

4: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 20 °C / Inert atmosphere

5: dmap; triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; iodine; sodium tris(acetoxy)borohydride; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo202054g

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1366422-33-4
N-allyl-4-methyl-N-((2S,3S,4R)-2,3,4-tris(benzyloxy)hex-5-enyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole; iodine; triphenylphosphine / toluene / 3 h / 70 °C / Inert atmosphere

2: zinc / tetrahydrofuran; water / 2 h / 40 °C / Sonication

3: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 20 °C / Inert atmosphere

4: dmap; triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; iodine; sodium tris(acetoxy)borohydride; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo202054g