methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 97390-11-9
• Molecular Formula: C₄₁H₅₁NO₂₆
• Molecular Weight: 973.847

Synonyms:

Chemical Property of methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside

There total 8 articles about methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside 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: 12.0%

methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-α-L-rhamnopyranoside (97390-07-3) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside (97390-11-9,97415-66-2) + methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside (97390-11-9,97415-66-2)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; for 33h; Ambient temperature;

DOI:10.1016/0008-6215(85)85183-1

Reference yield: 12.0%

methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-α-L-rhamnopyranoside (97390-07-3) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside (97390-11-9,97415-66-2) + methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-L-rhamnopyranoside (97390-11-9,97415-66-2)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; for 33h; Ambient temperature;

DOI:10.1016/0008-6215(85)85183-1

Reference yield:

methyl endo/exo-2,3-O-(2-nitrobenzylidene)-α-L-rhamnopyranoside (79299-17-5) → methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-L-rhamnopyranoside (97390-11-9,97415-66-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / mercury(II) cyanide / benzene; nitromethane / 18 h / 22 °C

2: 1.) acetic acid; 2.) trifluoroperacetic acid / 1.) methanol, irrad., 1.7 h; 2.) CH₂Cl₂, 0 deg C, 1 h

3: 54 percent / mercury(II) cyanide / benzene; nitromethane / 33 h / Ambient temperature

With trifluoroacetyl peroxide; mercury(II) cyanide; acetic acid; In nitromethane; benzene;

DOI:10.1016/0008-6215(85)85183-1

upstream raw materials:

methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2-O-(2-nitrobenzoyl)-α-L-rhamnopyranoside

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

methyl endo/exo-2,3-O-(2-nitrobenzylidene)-α-L-rhamnopyranoside

methyl 4-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-2,3-O-endo,exo-(2-nitrobenzylidene)-α-L-rhamnopyranoside

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