6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside
CAS No.:1446762-82-8
Molecular Formula:C₄₉H₆₈N₄O₁₇Si
Molecular Weight:1013.18
Hs Code.:

6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Synonyms:6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of 6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

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Technology Process of 6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

There total 17 articles about 6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-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: 52.0%

: 1446763-05-8
C₅₁H₆₁F₃N₂O₁₇Si

: 146292-90-2
6-azidohexan-1-ol

: 1446762-82-8
6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 20h; Inert atmosphere; Molecular sieve;
DOI:10.1002/asia.201201204

Reference yield:

: C₃₉H₅₃NO₁₅Si

: 1446762-82-8
6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; triethylamine / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

2: ammonia / methanol; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3: caesium carbonate / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

With dmap; trimethylsilyl trifluoromethanesulfonate; ammonia; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/asia.201201204

Reference yield:

: 1446763-03-6
C₄₅H₅₉NO₁₈Si

: 1446762-82-8
6-azidohexyl (2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-3-O-levulinoyl-β-D-galactopyranosyl)-(1→4)-2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: ammonia / methanol; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2: caesium carbonate / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; ammonia; caesium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/asia.201201204