p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

Base Information

• Chemical Name: p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside
• CAS No.: 172946-65-5
• Molecular Formula: C₂₅H₃₃NO₁₀
• Molecular Weight: 507.538
• Mol file: 172946-65-5.mol

Synonyms:p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

Chemical Property of p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

There total 1 articles about p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-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: 47.0%

4-Methoxybenzyl alcohol (105-13-5) + 3,4,6-Tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-α-D-glucopyranosyl chloride (163926-98-5) → p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside (172946-65-5)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.25h;

DOI:10.1021/jo00129a036

Reference yield: 85.0%

p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside (172946-65-5) → p-methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-(4,5-dibromopentanoylamino)-β-D-glucopyranoside

Guidance literature:

With lithium bromide; copper(ll) bromide; In tetrahydrofuran; for 16h;

DOI:10.1021/jo9718509

Reference yield:

p-Methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside (172946-65-5) → Pent-4-enoic acid [(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-hydroxymethyl-2-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-amide

Guidance literature:

With sodium methylate; In methanol; dichloromethane; for 1h;

DOI:10.1021/jo00129a036

upstream raw materials:

4-Methoxybenzyl alcohol

3,4,6-Tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-α-D-glucopyranosyl chloride