phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide

Base Information

• Chemical Name: phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide
• CAS No.: 1283073-30-2
• Molecular Formula: C₃₆H₃₉N₃O₈S
• Molecular Weight: 673.787

Synonyms:phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide

Chemical Property of phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide

Chemical Property:

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Technology Process of phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide

There total 3 articles about phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide 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: 92.0%

phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside (1283073-28-8) → phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide (1283073-30-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -80 ℃;

DOI:10.1021/jo102411j

Reference yield:

phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside (166516-67-2) → phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide (1283073-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -80 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo102411j

Reference yield:

p-methoxybenzyl chloride (824-94-2) → phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside S-oxide (1283073-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -80 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo102411j

upstream raw materials:

phenyl 2-azido-2-deoxy-3,4,6-tri-O-(p-methoxybenzyl)-1-thio-β-D-glucopyranoside

p-methoxybenzyl chloride

phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

Downstream raw materials:

C₄₈H₅₈N₆O₁₄S

C₅₃H₆₄N₆O₁₆S

C₂₃H₃₀N₆O₁₁S

C₄₈H₅₈N₆O₁₃S

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