methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate)

Base Information

• Chemical Name: methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate)
• CAS No.: 1158840-53-9
• Molecular Formula: C₂₆H₃₂O₈S
• Molecular Weight: 504.601
• Mol file: 1158840-53-9.mol

Synonyms:methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate)

Chemical Property of methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate)

There total 1 articles about methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate) 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:

C25H30O8S + diazomethyl-trimethyl-silane (18107-18-1) → methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate) (1158840-53-9)

Guidance literature:

In hexane; dichloromethane; for 0.0833333h;

DOI:10.1016/j.tet.2009.02.067

Reference yield: 56.0%

p-methoxyphenyl 2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside + methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate) (1158840-53-9) → para-methoxyphenyl 2-O-benzyl-4,6-benzylidene-4-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-α-D-mannopyranosyluronate)]-β-D-galactopyranoside (1158840-64-2)

Guidance literature:

methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate); With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 - -45 ℃; for 0.25h; Molecular sieve;

p-methoxyphenyl 2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside; In dichloromethane; at -60 - 20 ℃; stereoselective reaction; Molecular sieve;

DOI:10.1016/j.tet.2009.02.067

Reference yield:

methyl (methyl 2,3-di-O-benzyl-β-D-mannopyranosyluronate) (1158840-56-2) + methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate) (1158840-53-9) → methyl 2,3-di-O-benzyl-4-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-β-D-mannopyranosyluronate)]-β-D-mannopyranosyluronate + methyl 2,3-di-O-benzyl-4-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-α-D-mannopyranosyluronate)]-β-D-mannopyranosyluronate (1158840-66-4)

Guidance literature:

methyl (phenyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-1-thio-β-D-mannopyranosyluronate); With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -60 - -45 ℃; for 0.25h; Molecular sieve;

methyl (methyl 2,3-di-O-benzyl-β-D-mannopyranosyluronate); In dichloromethane; at -60 - 20 ℃; optical yield given as %de; stereoselective reaction; Molecular sieve;

DOI:10.1016/j.tet.2009.02.067

upstream raw materials:

diazomethyl-trimethyl-silane

Downstream raw materials:

para-methoxyphenyl 2-O-benzyl-4,6-benzylidene-4-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-α-D-mannopyranosyluronate)]-β-D-galactopyranoside

methyl 2,3-di-O-benzyl-4-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-α-D-mannopyranosyluronate)]-β-D-mannopyranosyluronate

methyl 2,3,4-tri-O-benzyl-6-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-α-D-mannopyranosyluronate)]-α-D-glucopyranoside

methyl 2,3,4-tri-O-benzyl-6-O-[methyl (ethyl 2-O-benzyl-3,4-O-[2',3'-dimethoxybutane-2',3'-diyl]-α-D-mannopyranosyluronate)]-α-D-glucopyranoside