phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside
• CAS No.: 808761-99-1
• Molecular Formula: C₂₀H₂₂O₆S
• Molecular Weight: 390.457
• Mol file: 808761-99-1.mol

Synonyms:phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

Chemical Property of phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

There total 1 articles about phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside 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: 68.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol (2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0) → phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside (808761-99-1)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1021/ja0471931

Reference yield: 99.0%

benzyl bromide (100-39-0) + phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside (808761-99-1) → phenyl 2,3-di-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside (808762-01-8)

Guidance literature:

phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; for 24h; Heating;

DOI:10.1021/ja0471931

Reference yield: 91.0%

benzyl bromide (100-39-0) + phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside (808761-99-1) → phenyl 3-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

Guidance literature:

phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside; With di(n-butyl)tin oxide; In toluene; for 1h; Reflux;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; cesium fluoride; for 3h; Reflux;

DOI:10.1016/j.ejmech.2016.05.034

upstream raw materials:

p-Anisaldehyde dimethyl acetal

(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

phenyl 2,3-di-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

phenyl 3-O-allyl-2-O-benzyl-4,6-O-(p-methoxybenzylidene)-α-D-thiomannopyranoside

phenyl 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside

phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside