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

Base Information

Chemical Name:3-azidopropyl 5-O-benzoyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-2-O-naphthyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside
CAS No.:1448452-90-1
Molecular Formula:C₆₄H₆₇N₃O₁₄
Molecular Weight:1102.25
Hs Code.:

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

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

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

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

There total 17 articles about 3-azidopropyl 5-O-benzoyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-2-O-naphthyl-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: 52.0%

: 1448452-91-2
C₅₇H₆₃N₃O₁₃

: 65-85-0,8013-63-6
benzoic acid

: 1448452-90-1
3-azidopropyl 5-O-benzoyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-2-O-naphthyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

Guidance literature:: C₅₇H₆₃N₃O₁₃; benzoic acid; With 2-chloro-1-methyl-pyridinium iodide; In dichloromethane; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; for 1.5h; 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

: 1448452-90-1
3-azidopropyl 5-O-benzoyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-2-O-naphthyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 10 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: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C / Inert atmosphere

3.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 2 h / 0 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; methanol / 3 h / 20 °C / Inert atmosphere

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

6.2: 0.25 h / -40 - 20 °C / Molecular sieve; Inert atmosphere

7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; methanol / 4 h / 20 °C / Inert atmosphere

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

8.2: 2.5 h / -40 - 20 °C / Molecular sieve; Inert atmosphere

9.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

10.1: 2-chloro-1-methyl-pyridinium iodide / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

10.2: 1.5 h / Inert atmosphere

With pyridine; sodium azide; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; pyridine hydrogenfluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c3ob40958a

Reference yield:

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

: 1448452-90-1
3-azidopropyl 5-O-benzoyl-2-O-2-naphthylmethyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-2-O-naphthyl-β-L-arabinofuranosyl-(1→2)-3,5-di-O-benzyl-β-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 11 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: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C / Inert atmosphere

4.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; methanol / 3 h / 20 °C / Inert atmosphere

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

7.2: 0.25 h / -40 - 20 °C / Molecular sieve; Inert atmosphere

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; methanol / 4 h / 20 °C / Inert atmosphere

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

9.2: 2.5 h / -40 - 20 °C / Molecular sieve; Inert atmosphere

10.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

11.1: 2-chloro-1-methyl-pyridinium iodide / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

11.2: 1.5 h / Inert atmosphere

With pyridine; sodium azide; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; pyridine hydrogenfluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c3ob40958a