cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside

Base Information

• Chemical Name: cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside
• CAS No.: 64882-66-2
• Molecular Formula: C₃₂H₃₈O₅
• Molecular Weight: 502.651
• Mol file: 64882-66-2.mol

Synonyms:cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside

Chemical Property of cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside

There total 3 articles about cyclohexyl 2,3,4-tri-O-benzyl-β-D-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:

2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0) + cyclohexanol (108-93-0) → cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside (64882-66-2) + cyclohexyl 2,3,4-tri-O-benzyl-α-D-arabinofuranoside

Guidance literature:

With Nonafluorobutanesulfonyl fluoride; caesium carbonate; In dichloromethane; at 25 - 35 ℃; for 18h; Overall yield = 85 percent; Overall yield = 79 mg; diastereoselective reaction; Inert atmosphere; Schlenk technique; Molecular sieve; Sealed tube;

DOI:10.1016/j.tet.2020.131800

Reference yield:

p-tolyl 2,3,5-tri-O-benzyl-1-thio-alpha-D-arabinofuranoside + cyclohexanol (108-93-0) → cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside (64882-66-2) + cyclohexyl 2,3,4-tri-O-benzyl-α-D-arabinofuranoside

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -78 - 0 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(01)01133-9

Reference yield:

→ cyclohexyl 2,3,4-tri-O-benzyl-β-D-arabinofuranoside (64882-66-2)

Guidance literature:

entspr.Zucker, Cyclohexanol, Azodicarbonsaeure-diethylester, PPh3;

DOI:10.1016/S0008-6215(00)81946-1

upstream raw materials:

cyclohexanol

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