benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

Base Information

Chemical Name:benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate
CAS No.:1175558-87-8
Molecular Formula:C₆₂H₅₈O₉
Molecular Weight:947.137
Hs Code.:

Synonyms:benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

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Chemical Property of benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

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Technology Process of benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

There total 7 articles about benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate 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:

: C₂₇H₂₈O₉

: 100-39-0
benzyl bromide

: 1056028-66-0
(2S,3S,4R,5R,6R)-2,3-bis-benzyloxy-5-(3,4,5-trisbenzyloxy-6-benzyloxymethyltetrahydropyran-2-yl)benzoic acid methyl ester

: 1175558-87-8
benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 25 ℃; for 15h; optical yield given as %de;
DOI:10.1021/ja8041564

Reference yield:

: 134419-44-6
methyl 5-iodo-3-methoxysalicylate

: 1056028-66-0
(2S,3S,4R,5R,6R)-2,3-bis-benzyloxy-5-(3,4,5-trisbenzyloxy-6-benzyloxymethyltetrahydropyran-2-yl)benzoic acid methyl ester

: 1175558-87-8
benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

Guidance literature:: Multi-step reaction with 5 steps

1: boron tribromide / dichloromethane

2: sulfuric acid

3: sodium iodide / N,N-dimethyl-formamide

4: zinc; lithium chloride; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine / N,N-dimethyl-formamide

5: sodium carbonate; methanol

With methanol; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sulfuric acid; boron tribromide; sodium carbonate; sodium iodide; lithium chloride; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; zinc; In dichloromethane; N,N-dimethyl-formamide; 4: |Negishi Coupling;
DOI:10.1021/acsinfecdis.0c00568

Reference yield:

: C₇H₅IO₄

: 1056028-66-0
(2S,3S,4R,5R,6R)-2,3-bis-benzyloxy-5-(3,4,5-trisbenzyloxy-6-benzyloxymethyltetrahydropyran-2-yl)benzoic acid methyl ester

: 1175558-87-8
benzyloxy-5-benzyloxy-β-D-glucosyl-3,4-benzyloxysalicylate

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid

2: sodium iodide / N,N-dimethyl-formamide

3: zinc; lithium chloride; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine / N,N-dimethyl-formamide

4: sodium carbonate; methanol

With methanol; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sulfuric acid; sodium carbonate; sodium iodide; lithium chloride; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; zinc; In N,N-dimethyl-formamide; 3: |Negishi Coupling;
DOI:10.1021/acsinfecdis.0c00568