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

Base Information

• Chemical Name: octyl 2-acetamido-3-O-acetyl-2-deoxy-4-O-(4-methoxybenzyl)-α-D-glucopyranoside
• CAS No.: 869338-81-8
• Molecular Formula: C₂₆H₄₁NO₈
• Molecular Weight: 495.613
• Mol file: 869338-81-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about octyl 2-acetamido-3-O-acetyl-2-deoxy-4-O-(4-methoxybenzyl)-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: 71.0%

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

Guidance literature:

With chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; In acetonitrile; at 20 ℃; for 6h;

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

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → octyl 2-acetamido-3-O-acetyl-2-deoxy-4-O-(4-methoxybenzyl)-α-D-glucopyranoside (869338-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / p-TsOH / acetonitrile / 2 h / 20 °C

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

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

With pyridine; chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1039/b509417h

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

p-Anisaldehyde dimethyl acetal

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