methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside
CAS No.:125085-05-4
Molecular Formula:C₄₂H₅₀O₉
Molecular Weight:698.854
Hs Code.:

Synonyms:methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

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Chemical Property of methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

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Technology Process of methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

There total 10 articles about methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside 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: 82.0%

: 125209-22-5
methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-glucopyranosyl)-β-D-galactopyranoside

: 125085-05-4
methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1016/0008-6215(89)85044-X

Reference yield:

: 55628-56-3,65827-55-6,68567-54-4,77790-45-5,77790-46-6,81969-44-0,99630-89-4,137567-77-2,125135-30-0
1,2-di-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 125085-05-4
methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate, / 1.) CH₂Cl₂, RT; 1 h, 2.) CH₂Cl₂, -20 deg C, 20 min,

2: 100 percent / Na, / methanol; dioxane / Ambient temperature

3: 1.) NaH, imidazole, / 1.) oil, THF, RT; 1 h, 2.) THF, oil, RT; 20 min,

4: 82 percent / tributyltin hydride, α,α'-azobisisobutyronitrile, / toluene / Heating

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium; sodium hydride; In 1,4-dioxane; methanol; toluene;
DOI:10.1016/0008-6215(89)85044-X

Reference yield:

: 51532-75-3,16697-49-7,68681-00-5,68779-52-2,78418-56-1,125135-29-7,130694-47-2,130694-49-4,146864-77-9
3,4,6-tri-O-benzyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose

: 125085-05-4
methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabinohexapyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / 1 h / Ambient temperature

2: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate, / 1.) CH₂Cl₂, RT; 1 h, 2.) CH₂Cl₂, -20 deg C, 20 min,

3: 100 percent / Na, / methanol; dioxane / Ambient temperature

4: 1.) NaH, imidazole, / 1.) oil, THF, RT; 1 h, 2.) THF, oil, RT; 20 min,

5: 82 percent / tributyltin hydride, α,α'-azobisisobutyronitrile, / toluene / Heating

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium; sodium hydride; In 1,4-dioxane; methanol; toluene;
DOI:10.1016/0008-6215(89)85044-X