(E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

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Chemical Name:(E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one
CAS No.:1613142-31-6
Molecular Formula:C₃₁H₃₅NO₁₂S
Molecular Weight:645.684
Hs Code.:

Synonyms:(E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

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Chemical Property of (E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

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Technology Process of (E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

There total 3 articles about (E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one 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: 70.0%

: 1613142-30-5
(E)-4-(3-aminophenyl)-1-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-mannopyranos-1′-yl]but-3-en-2-one

: 98-59-9
p-toluenesulfonyl chloride

: 1613142-31-6
(E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 30 ℃;
DOI:10.1021/ml500211c

Reference yield:

: 1042966-28-8
(E)-1-(2',3',4',6'-tetra-O-acetyl-β-D-mannopyranosyl)-4-(3-nitrophenyl)but-3-en-2-one

: 1613142-31-6
(E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate / ethanol / 30 °C

2: triethylamine / dichloromethane / 0 - 30 °C

With tin(II) chloride dihdyrate; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/ml500211c

Reference yield:

: 1004322-62-6
5,6,7,9-tetra-O-acetyl-4,8-anhydro-1,3-dideoxy-D-glycero-D-galacto-non-2-ulose

: 1613142-31-6
(E)-1-[3-(p-toluenesulfonamido)phenyl]-4-[1′-deoxy-2′,3′,4′,6′-tetra-O-acetyl-β-D-manno-pyranos-1′-yl]but-3-en-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: pyrrolidine / dichloromethane / 20 °C

2: tin(II) chloride dihdyrate / ethanol / 30 °C

3: triethylamine / dichloromethane / 0 - 30 °C

With pyrrolidine; tin(II) chloride dihdyrate; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/ml500211c