methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Base Information

• Chemical Name: methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate
• CAS No.: 382614-17-7
• Molecular Formula: C₄₂H₅₅N₃O₁₁Si
• Molecular Weight: 805.998
• Mol file: 382614-17-7.mol

Synonyms:methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Chemical Property of methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

There total 13 articles about methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate 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: 90.0%

methyl (dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-p-methoxybenzyl-β-L-idopyranoside)uronate (616876-55-2) → methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate (382614-17-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 0.666667h;

DOI:10.1002/ejoc.200300210

Reference yield: 75.0%

methanol (67-56-1) + dimethylthexylsilyl [4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]-6,2-lactone → methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate (382614-17-7) + methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Guidance literature:

methanol; dimethylthexylsilyl [4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]-6,2-lactone; With di(n-butyl)tin oxide; for 5h; Heating;

With sodium hydrogencarbonate; In water;

DOI:10.1002/ejoc.200300210

Reference yield: 62.0%

methyl (dimethylthexylsilyl 3-O-benzyl-β-L-idopyranoside)uronate (243982-79-8) + O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate (310870-37-2) → methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate (382614-17-7) + methyl [dimethylthexylsilyl 2-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate + methyl [dimethylthexylsilyl 2-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate + methyl [dimethylthexylsilyl 2-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; Further Variations:; Solvents; Temperatures; substrate ratio; Product distribution;

DOI:10.1002/ejoc.200300210

upstream raw materials:

methanol

methyl (dimethylthexylsilyl 3-O-benzyl-β-L-idopyranoside)uronate

O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate

methyl (dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-p-methoxybenzyl-β-L-idopyranoside)uronate

Downstream raw materials:

methyl [dimethylthexylsilyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

methyl (dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-2-O-acetyl-3-O-benzyl-β-L-idopyranosid)uronate

methyl dimethylthexylsilyl 4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-[6-O-(4-methoxybenzyl)]-α-D-glucopyranosyl)-3-O-benzyl-2-O-benzoyl-β-L-idopyranosyluronate

methyl (dimethylthexylsilyl 4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-benzoyl-β-L-idopyranosyl)uronate