phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside

Base Information

• Chemical Name: phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside
• CAS No.: 1060735-28-5
• Molecular Formula: C₂₆H₃₂O₆S
• Molecular Weight: 472.602
• Mol file: 1060735-28-5.mol

Synonyms:phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside

Chemical Property of phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside

There total 1 articles about phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside 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: 84.0%

phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannopyranoside (1060735-24-1) + dimethyl sulfoxide (67-68-5,8070-53-9) + Methylenetriphenylphosphorane (19493-09-5) → phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside (1060735-28-5) + phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-(E)-7-methylthio-6-enopyranoside (1060735-31-0)

Guidance literature:

phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannopyranoside; dimethyl sulfoxide; With oxalyl dichloride; In dichloromethane; at -75 - 45 ℃; for 1.75h;

With triethylamine; In dichloromethane; at -45 - 0 ℃; for 2.75h;

Methylenetriphenylphosphorane; In tetrahydrofuran; hexanede; at -40 - 10 ℃; for 4h;

DOI:10.1021/jo801414c

Reference yield: 68.0%

phenyl 2-O-benzyl-6,7-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannohepto-6-enopyranoside (1060735-28-5) → phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glycero-1-thio-α-D-mannoheptopyranoside (1060735-32-1) + phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-L-glycero-1-thio-α-D-mannoheptopyranoside (1060735-36-5)

Guidance literature:

With osmium(VIII) oxide; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); water; potassium carbonate; potassium hexacyanoferrate(III); In toluene; tert-butyl alcohol; at 0 ℃; for 48h; optical yield given as %de;

DOI:10.1021/jo801414c

upstream raw materials:

phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannopyranoside

dimethyl sulfoxide

Methylenetriphenylphosphorane

Downstream raw materials:

phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glycero-1-thio-α-D-mannoheptopyranoside

phenyl 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-L-glycero-1-thio-α-D-mannoheptopyranoside