3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

Base Information

Chemical Name:3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside
CAS No.:1448453-03-9
Molecular Formula:C₅₂H₅₅N₃O₉
Molecular Weight:866.023
Hs Code.:

Synonyms:3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

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Chemical Property of 3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

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Technology Process of 3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

There total 18 articles about 3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside 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:

: 1448452-83-2
3-azidopropyl 3,5-di-O-benzyl-β-L-arabinofuranoside

: 1448452-71-8
phenyl 3,5-di-O-benzyl-2-O-2-naphthylmethyl-1-thio-α-L-arabinofuranoside

: 1448453-03-9
3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

: 1448452-87-6
C₅₂H₅₅N₃O₉

Guidance literature:: 3-azidopropyl 3,5-di-O-benzyl-β-L-arabinofuranoside; phenyl 3,5-di-O-benzyl-2-O-2-naphthylmethyl-1-thio-α-L-arabinofuranoside; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -40 - 20 ℃; for 0.25h; Overall yield = 87 %; diastereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1039/c3ob40958a

Reference yield:

: 1448452-68-3
phenyl 3,5-O-(di-tert-butylsilanediyl)-2-O-2-naphthylmethyl-1-thio-α-L-arabinofuranoside

: 1448453-03-9
3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 0.25 h / -40 - 20 °C / Molecular sieve; Inert atmosphere

2.1: pyridine hydrogenfluoride / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

With sodium hydride; pyridine hydrogenfluoride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c3ob40958a

Reference yield:

: 913060-78-3
phenyl 3,5-O-(di-tert-butylsilanediyl)-1-thio-α-L-arabinofuranoside

: 1448453-03-9
3-azidopropyl 3,5-O-di-benzyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 °C / Inert atmosphere

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

2.2: 0.25 h / -40 - 20 °C / Molecular sieve; Inert atmosphere

3.1: pyridine hydrogenfluoride / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

With sodium hydride; pyridine hydrogenfluoride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c3ob40958a