benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside
• CAS No.: 381210-26-0
• Molecular Formula: C₂₆H₃₁NO₈
• Molecular Weight: 485.534

Synonyms:benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside

Chemical Property:

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Technology Process of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside

There total 7 articles about benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-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: 92.0%

benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside (73089-68-6) + methyl iodide (74-88-4) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside (381210-26-0)

Guidance literature:

With caesium carbonate; In acetonitrile;

DOI:10.1021/ol016692t

Reference yield: 87.0%

benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside (73089-68-6) + methyl trifluoromethanesulfonate (333-27-7) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside (381210-26-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ja991556t

Reference yield: 63.0%

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (78246-81-8) + (R,S)-2-chloropropionic acid (598-78-7) + methyl iodide (74-88-4) → benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-α-D-glucopyranoside (381210-26-0)

Guidance literature:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside; (R,S)-2-chloropropionic acid; With sodium hydride; In 1,4-dioxane; at 50 ℃; for 4h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Further stages.;

DOI:10.1016/j.tetlet.2007.04.098

upstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside

methyl trifluoromethanesulfonate

methyl iodide

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

benzyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside

benzyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-D-glucopyranoside

benzyl 2-acetamido-6-O-benzyl-3-O-[(R)-1-(methoxycarbonyl)ethyl]-2-deoxy-α-d-glucopyranoside

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