methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside
• CAS No.: 125209-18-9
• Molecular Formula: C₅₇H₆₂O₁₁S₂
• Molecular Weight: 987.245
• Mol file: 125209-18-9.mol

Synonyms:methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside

There total 3 articles about methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside 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:

phenyl 2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside (125085-03-2) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside (125209-18-9)

Guidance literature:

Multi-step reaction with 3 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,

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium; sodium hydride; In 1,4-dioxane; methanol;

DOI:10.1016/0008-6215(89)85044-X

Reference yield:

phenyl 4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside (125085-06-5) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside (125209-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Na, / methanol; dioxane / Ambient temperature

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

With 1H-imidazole; sodium; sodium hydride; In 1,4-dioxane; methanol;

DOI:10.1016/0008-6215(89)85044-X

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-α-D-glucopyranoside (125209-17-8) + methyl iodide (74-88-4) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-β-D-galactopyranosyl)-α-D-glucopyranoside (125209-18-9)

Guidance literature:

With 1H-imidazole; sodium hydride; Yield given. Multistep reaction; 1.) oil, THF, RT; 1 h, 2.) THF, oil, RT; 20 min,;

DOI:10.1016/0008-6215(89)85044-X

upstream raw materials:

carbon disulfide

methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-α-D-glucopyranoside

methyl iodide

phenyl 2,3-di-O-benzyl-6-deoxy-1-thio-β-D-glucopyranoside

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexapyranosyl)-α-D-glucopyranoside