phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside
• CAS No.: 951025-06-2
• Molecular Formula: C₃₀H₂₈O₅S
• Molecular Weight: 500.615
• Mol file: 951025-06-2.mol

Synonyms:phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside

Chemical Property of phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside

There total 1 articles about phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-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: 94.0%

2-bromomethylnaphthyl bromide (939-26-4) + phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside (159407-19-9) → phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside (951025-06-2)

Guidance literature:

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

2-bromomethylnaphthyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 95 ℃; for 6h; Further stages.;

DOI:10.1021/jo071009n

Reference yield: 99.0%

phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside (951025-06-2) + t-butyldimethylsiyl triflate (69739-34-0) → phenyl 4,6-benzylidene-2-O-(t-butyldimethylsilyl)-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside (1250346-20-3)

Guidance literature:

With triethylamine; In dichloromethane; at -20 - 20 ℃; for 3h;

DOI:10.1021/ol101951u

Reference yield: 95.0%

phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside (951025-06-2) + benzyl bromide (100-39-0) → phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside (1262233-42-0)

Guidance literature:

phenyl 4,6-O-benzylidene-3-O-(2-methylnaphthyl)-1-thio-α-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1002/chem.201001295

upstream raw materials:

2-bromomethylnaphthyl bromide

phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

phenyl 4,6-O-benzylidene-3-O-(2-naphthylmethyl)-2-O-(prop-2-ynyl)-1-thio-α-D-mannopyranoside

methyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranoside

phenyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-1-thio-α-D-mannopyranoside

phenyl 4,6-O-benzylidene-2-O-(prop-2-ynyl)-β-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-2-O-(prop-2-ynyl)-1-thio-α-D-mannopyranoside