1,4-Anhydroarabinofuranose

Base Information

• Chemical Name: 1,4-Anhydroarabinofuranose
• CAS No.: 102255-05-0
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.116
• DSSTox Substance ID: DTXSID20551807
• Mol file: 102255-05-0.mol

Synonyms:1,4-Anhydroarabinofuranose;DTXSID20551807;OYJJPEGOLXZHDM-UHFFFAOYSA-N;102255-05-0;2,7-Dioxabicyclo[2.2.1]heptane-5,6-diol (non-preferred name)

Chemical Property of 1,4-Anhydroarabinofuranose

Chemical Property:

• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C(C(C(O1)O2)O)O

Technology Process of 1,4-Anhydroarabinofuranose

There total 11 articles about 1,4-Anhydroarabinofuranose 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: 93.0%

1,5-Anhydro-exo-2,3-O-benzyliden-β-D-lyxofuranose (77881-79-9,7473-37-2) → 1,5-Anhydro-β-D-lyxopentofuranose (51246-93-6,102255-05-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 2h;

Reference yield: 76.0%

1,5-Anhydro-2,3-O-benzyliden-β-D-ribofuranose (76035-75-1,7473-37-2) → 1,5-Anhydro-β-D-ribopentofuranose (51246-92-5,102255-05-0)

Guidance literature:

With hydrogen; Pd-Mohr; In methanol;

Reference yield:

1,3,5-tri-O-benzoyl-2-O-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-α-D-ribofuranosyl → 1,5-Anhydro-β-D-ribopentofuranose (51246-92-5,102255-05-0) + α-1,3,5-tri-O-benzoylparobiose + 1,3,5-tri-O-benzoyl-α-D-ribofuranoside (22224-41-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; for 16h;

DOI:10.1021/acs.orglett.5b02143

upstream raw materials:

phenyl β-D-ribofuranoside

sodium isopropylate

isopropyl alcohol

1,5-Anhydro-2,3-O-benzyliden-β-D-ribofuranose

Downstream raw materials:

1,4-anhydro-2,3-di-O-benzyl-α-D-ribopyranose