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

Base Information

Chemical Name:3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-3'-azido-2′,4′-di-O-benzyl-3′-deoxy-6′-diphenylphosphoryl-β-D-glucopyranoside
CAS No.:1430117-35-3
Molecular Formula:C₅₉H₅₉N₆O₁₂P
Molecular Weight:1075.12
Hs Code.:

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

There total 4 articles about 3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-3'-azido-2′,4′-di-O-benzyl-3′-deoxy-6′-diphenylphosphoryl-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: 81.0%

: 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

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 1430117-35-3
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-3'-azido-2′,4′-di-O-benzyl-3′-deoxy-6′-diphenylphosphoryl-β-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; at -10 ℃; Inert atmosphere;
DOI:10.1021/ja4010255

Reference yield:

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

: 1430117-35-3
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-3'-azido-2′,4′-di-O-benzyl-3′-deoxy-6′-diphenylphosphoryl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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

3.1: sodium / methanol / 0.08 h / Reflux; Inert atmosphere

3.2: DOWEX 50W-X₈ (H⁺ form) / Cooling

4.1: dmap / dichloromethane / -10 °C / Inert atmosphere

With dmap; sodium; caesium carbonate; In methanol; dichloromethane;
DOI:10.1021/ja4010255

Reference yield:

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

: 1430117-35-3
3-azido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1′)-3'-azido-2′,4′-di-O-benzyl-3′-deoxy-6′-diphenylphosphoryl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 3 h / -80 - -40 °C / Molecular sieve; Inert atmosphere

2.1: sodium / methanol / 0.08 h / Reflux; Inert atmosphere

2.2: DOWEX 50W-X₈ (H⁺ form) / Cooling

3.1: dmap / dichloromethane / -10 °C / Inert atmosphere

With dmap; sodium; In methanol; dichloromethane;
DOI:10.1021/ja4010255