3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside
CAS No.:1430117-30-8
Molecular Formula:C₄₉H₅₂N₆O₁₀
Molecular Weight:884.986
Hs Code.:

Synonyms:3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

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Chemical Property of 3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

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Technology Process of 3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

There total 2 articles about 3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-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: 9.0%

: 1430117-27-3
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl trichloroacetimidate

: 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-D-glucopyranose

: 1430117-29-5
6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-3'-azido-2′,4′,6'-tri-O-benzyl-3'-deoxy-β-D-glucopyranoside

: 1430117-30-8
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

Guidance literature:: 3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl trichloroacetimidate; 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-D-glucopyranose; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -80 - -40 ℃; for 3h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja4010255

Reference yield:

: 3-azido-2,4,6-tri-O-benzyl-3-deoxy-D-glucopyranose

: 1430117-30-8
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: caesium carbonate / dichloromethane / 4 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 3 h / -80 - -40 °C / Molecular sieve; Inert atmosphere

With caesium carbonate; In dichloromethane;
DOI:10.1021/ja4010255

Reference yield: 100.0%

: 1430117-30-8
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

: 1430117-32-0
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1')-3′-azido-2′,4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside

Guidance literature:: 3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-6′-O-acetyl-3'-azido-2',4′-di-O-benzyl-3′-deoxy-β-D-glucopyranoside; With sodium; In methanol; for 0.0833333h; Reflux; Inert atmosphere;

In methanol; Cooling;
DOI:10.1021/ja4010255