allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

Base Information

• Chemical Name: allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside
• CAS No.: 172926-90-8
• Molecular Formula: C₁₉H₂₅NO₇
• Molecular Weight: 379.41
• Mol file: 172926-90-8.mol

Synonyms:allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

Chemical Property of allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

There total 1 articles about allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-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: 77.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide (64650-83-5) → allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (172926-90-8)

Guidance literature:

With p-toluenesulfonic acid monohydrate; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1016/0008-6215(95)00162-M

Reference yield: 74.0%

2,3,4-tri-O-benzoyl-6-O-bromoacetyl-α-D-galactopyranosyl bromide (100776-43-0) + allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (172926-90-8) → allyl O-(2,3,4-tri-O-benzoyl-6-O-bromoacetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (172842-53-4)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; at 55 ℃; for 16h;

DOI:10.1016/0008-6215(95)00162-M

Reference yield:

allyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside (172926-90-8) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-allyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; at 55 ℃; for 16h;

DOI:10.1016/0008-6215(95)00162-M

upstream raw materials:

p-Anisaldehyde dimethyl acetal

N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

Downstream raw materials:

allyl O-(2,3,4-tri-O-benzoyl-6-O-bromoacetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside

allyl O-(6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-6-O-methyl-α-D-galactopyranoside

N-{(2S,3R,4R,5R,6R)-2-Allyloxy-4-[(3aS,4R,6R,7R,7aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy]-5-hydroxy-6-methoxymethyl-tetrahydro-pyran-3-yl}-acetamide

allyl O-(2-O-acetyl-6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4-O-acetyl-2-deoxy-6-O-methyl-α-D-galactopyranoside