phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside

Base Information

• Chemical Name: phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside
• CAS No.: 1448452-72-9
• Molecular Formula: C₂₂H₂₂O₄S
• Molecular Weight: 382.48

Synonyms:phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside

Chemical Property of phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside

Chemical Property:

Purity/Quality:

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Technology Process of phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside

There total 3 articles about phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside 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%

phenyl 3,5-O-(di-tert-butylsilanediyl)-2-O-2-naphthylmethyl-1-thio-α-L-arabinofuranoside (1448452-68-3) → phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside (1448452-72-9)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c3ob40958a

Reference yield:

phenyl 3,5-O-(di-tert-butylsilanediyl)-1-thio-α-L-arabinofuranoside (913060-78-3) → phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside (1448452-72-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; sodium hydride; pyridine hydrogenfluoride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1039/c3ob40958a

Reference yield:

2-bromomethylnaphthyl bromide (939-26-4) → phenyl 3,5-di-O-benzyl-2-O-(2-naphthyl)methyl-1-thio-α-Larabinofuranoside (1448452-72-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; sodium hydride; pyridine hydrogenfluoride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1039/c3ob40958a

upstream raw materials:

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

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

2-bromomethylnaphthyl bromide

Downstream raw materials:

phenyl 3,5-di-O-benzyl-2-O-2-naphthylmethyl-1-thio-α-L-arabinofuranoside

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

C₅₂H₅₅N₃O₉

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

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