phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside
• CAS No.: 876862-54-3
• Molecular Formula: C₂₅H₃₂O₉S₂
• Molecular Weight: 540.656
• Mol file: 876862-54-3.mol

Synonyms:phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside

Chemical Property of phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside

There total 1 articles about phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-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: 97.0%

p-toluenesulfonyl chloride (98-59-9) + phenyl 3,4-O-(2’,3’-dimethoxybutane-2’,3’-diyl)-1-thio-α-D-mannopyranoside (263543-42-6) → phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside (876862-54-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1080/07328300500409150

Reference yield: 98.0%

phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside (876862-54-3) → phenyl 6-azido-6-deoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannopyranoside (876862-55-4)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 40h;

DOI:10.1080/07328300500409150

Reference yield:

phenyl 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-toluenesulfonyl-1-thio-α-D-mannopyranoside (876862-54-3) → 6-azido-2,6-dideoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-phenylthio-β-D-glucopyranosyl azide

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaN₃ / dimethylformamide / 40 h / 80 °C

2: 84 percent / Et₃N / CH₂Cl₂ / 24 h

3: NaN₃ / dimethylformamide / 24 h / 130 °C

With sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328300500409150

upstream raw materials:

p-toluenesulfonyl chloride

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

Downstream raw materials:

phenyl 6-azido-6-deoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannopyranoside

phenyl 6-azido-6-deoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-methylsulfonyl-1-thio-α-D-mannopyranoside

phenyl 6-azido-6-deoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-toluenesulfonyl-1-thio-α-D-mannopyranoside