octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside

Base Information

• Chemical Name: octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside
• CAS No.: 869338-87-4
• Molecular Formula: C₂₄H₃₇NO₇
• Molecular Weight: 451.56
• Mol file: 869338-87-4.mol

Synonyms:octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside

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

Chemical Property:

Purity/Quality:

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

There total 1 articles about octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-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: 87.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + octyl 2-N-acetyl-2-amino-2-deoxy-α-D-glucopyranoside (147126-57-6,383417-49-0) → octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside (869338-87-4)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1039/b509417h

Reference yield: 93.0%

octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside (869338-87-4) + acetic anhydride (108-24-7) → Acetic acid (2R,4aR,6S,7R,8R,8aS)-7-acetylamino-2-(4-methoxy-phenyl)-6-octyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (869338-88-5)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1039/b509417h

Reference yield:

octyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside (869338-87-4) → octyl 2-acetamido-3-O-acetyl-2-deoxy-4-O-(4-methoxybenzyl)-α-D-glucopyranoside (869338-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / pyridine / 2 h / 20 °C

2: 71 percent / 3 Angstroem molecular sieves; NaCNBH₃; Me₃SiCl / acetonitrile / 6 h / 20 °C

With pyridine; chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; In acetonitrile;

DOI:10.1039/b509417h

upstream raw materials:

p-Anisaldehyde dimethyl acetal

octyl 2-N-acetyl-2-amino-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

Acetic acid (2R,4aR,6S,7R,8R,8aS)-7-acetylamino-2-(4-methoxy-phenyl)-6-octyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

octyl 2-acetamido-3-O-acetyl-2-deoxy-4-O-(4-methoxybenzyl)-α-D-glucopyranoside