benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside
• CAS No.: 581814-26-8
• Molecular Formula: C₃₃H₃₇N₃O₁₄
• Molecular Weight: 699.668

Synonyms:benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Chemical Property of benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Chemical Property:

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Technology Process of benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

There total 1 articles about benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-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: 91.0%

methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate (92420-89-8) + Benzyl-2-azido-4,6-O-benzyliden-2-desoxy-β-D-galactopyranosid (103833-25-6) → benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside (581814-26-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 1h;

DOI:10.1021/ja036584x

Reference yield: 93.0%

benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside (581814-26-8) → benzyl 2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside (639460-01-8)

Guidance literature:

With acetic acid; at 80 ℃; for 1h;

DOI:10.1021/ja036584x

Reference yield: 86.0%

tiolacetic acid (507-09-5) + benzyl 2-azido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside (581814-26-8) → benzyl 2-acetamido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside (581814-27-9)

Guidance literature:

at 20 ℃; for 24h;

DOI:10.1021/ja036584x

upstream raw materials:

methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate

Benzyl-2-azido-4,6-O-benzyliden-2-desoxy-β-D-galactopyranosid

Downstream raw materials:

benzyl 2-acetamido-4,6-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

benzyl 2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

benzyl 2-acetamido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

benzyl 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

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