phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

Base Information

Chemical Name:phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide
CAS No.:1352630-99-9
Molecular Formula:C₅₅H₄₈N₂O₁₃S
Molecular Weight:977.058
Hs Code.:

phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

Synonyms:phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

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Chemical Property of phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

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Technology Process of phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

There total 5 articles about phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide 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: 77.0%

: 874359-72-5
phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside

: 1352630-99-9
phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - 20 ℃; for 1.75h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.114

Reference yield:

: 1352630-94-4
phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

: 1352630-99-9
phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butyl-4-methylpyridine; 1,2-dimethoxy-4-(2-propenyl)benzene / dichloromethane / 0.75 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 4 h / -78 - -40 °C / Inert atmosphere; Molecular sieve

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.75 h / -78 - 20 °C / Inert atmosphere

With 2,6-di-tert-butyl-4-methylpyridine; 1,2-dimethoxy-4-(2-propenyl)benzene; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1016/j.tet.2011.09.114

Reference yield:

: 100-39-0
benzyl bromide

: 1352630-99-9
phenyl 4,6-O-benzylidene-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside S-oxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.75 h / -78 - 20 °C / Inert atmosphere

3.1: 2,6-di-tert-butyl-4-methylpyridine; 1,2-dimethoxy-4-(2-propenyl)benzene / dichloromethane / 0.75 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 4 h / -78 - -40 °C / Inert atmosphere; Molecular sieve

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.75 h / -78 - 20 °C / Inert atmosphere

With 2,6-di-tert-butyl-4-methylpyridine; 1,2-dimethoxy-4-(2-propenyl)benzene; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.09.114