2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride
• CAS No.: 94898-52-9
• Molecular Formula: C₂₆H₂₇FO₄
• Molecular Weight: 422.496
• Mol file: 94898-52-9.mol

Synonyms:2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride

Chemical Property of 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride

There total 4 articles about 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride 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: 95.0%

2,3,5-tri-O-benzyl-L-arabinofuranose (96192-07-3) → (2S,3S,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-fluoro-tetrahydro-furan (86883-41-2,86883-42-3,86883-51-4,94898-40-5,94898-52-9,96089-61-1,114762-38-8)

Guidance literature:

With diethylamino-sulfur trifluoride; In tetrahydrofuran; for 0.333333h; Ambient temperature; addition at -30 deg C;

DOI:10.1016/S0040-4039(00)98451-X

Reference yield:

2,3,5-tri-O-benzyl-β-D-arabinofuranose (73068-66-3) → 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride (94898-52-9) + 2,3,5-tri-O-benzyl-β-D-arabinofuranosyl fluoride (94898-40-5)

Guidance literature:

With N,N-diethyl-α,α-difluoro-(meta-methylbenzyl)amine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.05.089

Reference yield:

2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0) → 2,3,5-tri-O-benzyl-α-D-arabinofuranosyl fluoride (94898-52-9) + 2,3,5-tri-O-benzyl-β-D-arabinofuranosyl fluoride (94898-40-5)

Guidance literature:

With diethylamino-sulfur trifluoride; In neat (no solvent); for 16h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature; addition at 0 deg C;

DOI:10.1016/S0040-4039(00)98450-8

upstream raw materials:

2,3,5-tri-O-benzyl-D-arabinofuranose

3,4,6-tri-O-benzyl-β-D-arabinofuranoside

2,3,5-tri-O-benzyl-β-D-arabinofuranose

2,3,5-tri-O-benzyl-L-arabinofuranose

Downstream raw materials:

1-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione