benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 81749-53-3
• Molecular Formula: C₃₀H₃₁NO₆
• Molecular Weight: 501.579

Synonyms:benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property of benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

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Technology Process of benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 2 articles about benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-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: 80.0%

(3aR)-6c-allyloxy-5c-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-(3ar,6ac)-3a,5,6,6a-tetrahydro-furo[3,2-d]oxazole (20770-75-6) + benzaldehyde (100-52-7) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (81749-53-3)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 12h;

DOI:10.1016/S0008-6215(00)81056-3

Reference yield:

N-((4aR,6R,7R,8R,8aS)-8-Allyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-benzimidic acid allyl ester → benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (81749-53-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In pyridine; water;

DOI:10.1016/S0008-6215(00)81058-7

Reference yield: 70.0%

benzyl 3-O-allyl-2-benzamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (81749-53-3) → N-((2R,3R,4R,5S,6R)-4-Allyloxy-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzamide (81749-58-8)

Guidance literature:

With hydrogenchloride; In dimethyl sulfoxide;

DOI:10.1016/S0008-6215(00)81056-3

upstream raw materials:

(3aR)-6c-allyloxy-5c-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-(3ar,6ac)-3a,5,6,6a-tetrahydro-furo[3,2-d]oxazole

benzaldehyde

benzyl alcohol

Downstream raw materials:

N-((2R,3R,4R,5S,6R)-4-Allyloxy-2-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-benzamide

N-{(4aR,6R,7R,8R,8aS)-6-Benzyloxy-2-phenyl-8-[((E)-propenyl)oxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-benzamide

2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate

benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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