methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 79258-22-3
• Molecular Formula: C₂₈H₃₅NO₁₆
• Molecular Weight: 641.583

Synonyms:methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Chemical Property of methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

There total 2 articles about methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-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: 85.0%

methyl endo/exo-2,3-O-(2-nitrobenzylidene)-α-L-rhamnopyranoside (79299-17-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (6919-96-6) → methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside (79258-22-3)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; at 23 ℃; for 24h;

Reference yield: 85.0%

methyl endo/exo-2,3-O-(2-nitrobenzylidene)-α-L-rhamnopyranoside (79299-17-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside (79258-22-3)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene;

DOI:10.1039/c39810000362

Reference yield: 90.0%

methyl endo/exo-2,3-O-(2-nitrobenzylidene)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside (79258-22-3) → methyl 4-O-(β-D-glucopyranosyl)-endo/exo-2,3-O-(2-nitrobenzylidene)-α-L-rhamnopyranoside (88278-52-8,88295-16-3)

Guidance literature:

With sodium methylate; In methanol; at 23 ℃; for 1.5h;

upstream raw materials:

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

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

methyl 4-O-(β-D-glucopyranosyl)-endo/exo-2,3-O-(2-nitrobenzylidene)-α-L-rhamnopyranoside

2-Nitro-benzoic acid (2R,3R,4R,5R,6S)-4-hydroxy-2-methoxy-6-methyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

2-Nitro-benzoic acid (2R,3R,4S,5S,6S)-3-hydroxy-2-methoxy-6-methyl-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

methyl 2-O-(2-nitrobenzoyl)-3,4-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside

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