methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

Base Information

• Chemical Name: methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside
• CAS No.: 1152487-32-5
• Molecular Formula: C₅₀H₅₆O₁₁
• Molecular Weight: 832.988

Synonyms:methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

Chemical Property of methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

Chemical Property:

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Technology Process of methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

There total 2 articles about methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside 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: 83.0%

methyl 3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside (1152487-26-7) + 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl trichloroacetimidate (180714-32-3) → methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside (1152487-32-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; Inert atmosphere; Ice-water cooling;

DOI:10.1016/j.carres.2008.12.011

Reference yield: 81.0%

methyl 3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside (1152487-26-7) + 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl trichloroacetimidate (189182-66-9) → methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside (1152487-32-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2012.03.019

Reference yield: 98.0%

methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside (1152487-32-5) → methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside (1152487-34-7)

Guidance literature:

With methanol; sodium methylate; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.carres.2012.03.019

upstream raw materials:

methyl 3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

methyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

methyl 3,4,6-tri-O-benzyl-β-D-mannopyranosyl-(1->2)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranoside

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