Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid

Base Information

• Chemical Name: Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid
• CAS No.: 136520-23-5
• Molecular Formula: C₁₉H₂₅NO₇
• Molecular Weight: 379.41

Synonyms:Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid

Chemical Property of Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid

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Technology Process of Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid

There total 3 articles about Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid 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%

allyl 2-acetamido-2-deoxy-α-D-glucopyranoside (54400-75-8) + p-Anisaldehyde dimethyl acetal (2186-92-7) → Allyl-2-acetamido-2-desoxy-4,6-O-(4-methoxybenzyliden)-α-D-glucopyranosid (136520-23-5)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; for 0.5h;

Reference yield: 74.0%

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside (54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0) + 4-methoxy-benzaldehyde (123-11-5) → allyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-glucopyranoside (131204-03-0,136520-23-5,136983-80-7)

Guidance literature:

With zinc(II) chloride; for 16h; Ambient temperature;

Reference yield:

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside (54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0) + p-Anisaldehyde dimethyl acetal (2186-92-7) → allyl 2-acetamido-2-deoxy-4,6-O-p-methoxybenzylidene-β-D-glucopyranoside (131204-03-0,136520-23-5,136983-80-7)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.2174/157017811795685090

upstream raw materials:

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

4-methoxy-benzaldehyde

p-Anisaldehyde dimethyl acetal

allyl 2-acetamido-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

N-[(2R,4aR,6R,7R,8R,8aS)-6-Allyloxy-8-[(3aR,4S,6S,7S,7aR)-7-(4-methoxy-benzyloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

N-[(2R,3R,4R,5S,6R)-2-Allyloxy-4-hydroxy-6-hydroxymethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide

N-[(2R,3R,4R,5S,6R)-2-Allyloxy-4,5-dihydroxy-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl]-acetamide

allyl 2-acetamido-2-deoxy-3-O-levulinoyl-4,6-O-p-methoxybenzylidene-β-D-glucopyranoside

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