phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside
CAS No.:1590421-98-9
Molecular Formula:C₃₉H₅₀O₁₄S₂
Molecular Weight:806.95
Hs Code.:

phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Synonyms:phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

There total 8 articles about phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside 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: 89.0%

: 1393472-04-2
phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1590421-97-8
ethyl 6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-1-thio-α-D-glucopyranoside

: 1590421-98-9
phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

Guidance literature:: phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside; ethyl 6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-1-thio-α-D-glucopyranoside; In dichloromethane; at -75 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene; at -75 - -65 ℃; for 0.75h; Reagent/catalyst; Temperature; chemoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2014.02.012

Reference yield: 44.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 1393472-04-2
phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1590421-97-8
ethyl 6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-1-thio-α-D-glucopyranoside

: 1590421-98-9
phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1590422-00-6
phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-4-O-trimethylsilyl-1-thio-α-D-glucopyranoside

Guidance literature:: phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside; ethyl 6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-1-thio-α-D-glucopyranoside; In dichloromethane; at -75 ℃; for 0.333333h; Molecular sieve; Inert atmosphere;

trimethylsilyl trifluoromethanesulfonate; With N-iodo-succinimide; In tetrahydrofuran; dichloromethane; at -75 - -55 ℃; for 2h; chemoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2014.02.012

Reference yield: 11.0%

: 1393472-04-2
phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1402422-28-9
phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside

: 1590421-98-9
phenyl [6-deoxy-6-C-(ethyl sulfonatomethyl)-2,3,4-tri-O-methyl-α-D-glucopyranosyl]-(1→4)-2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside

: 1590421-99-0
C₁₈H₂₈O₇S₂

Guidance literature:: phenyl 2,3-di-O-acetyl-6-O-(2'-naphthyl)methyl-1-thio-β-D-glucopyranoside; phenyl 6-deoxy-6-C-ethoxysulfonylmethyl-2,3,4-tri-O-methyl-1-thio-β-D-glucopyranoside; In dichloromethane; at -75 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; toluene; at -75 - -15 ℃; for 1.5h; chemoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2014.02.012