1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose

Base Information

• Chemical Name: 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose
• CAS No.: 81937-10-2
• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.252
• Mol file: 81937-10-2.mol

Synonyms:

Chemical Property of 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose

There total 6 articles about 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose 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: 57.0%

1,6-Anhydro-3-O-benzyl-2-O-tosyl-α-L-idofuranose (81937-02-2) → 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose (81937-10-2)

Guidance literature:

With potassium acetate; In N,N-dimethyl-formamide; for 116h; Heating;

Reference yield: 38.0%

1,6-Anhydro-3-O-benzyl-5-O-tosyl-β-D-mannofuranose (81937-08-8) → 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose (81937-10-2)

Guidance literature:

With potassium acetate; for 13h; Heating;

Reference yield:

1,6-Anhydro-3,5-di-O-benzyl-β-D-arabino-hexofuranos-2-ulose (51515-97-0) → 1,6:2,5-Dianhydro-3-O-benzyl-α-L-gulofuranose (81937-10-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / NaBH₄ / methanol / 1 h / Ambient temperature

2: 81 percent / H₂ / 5percent Pd/C / methanol / 18 h / 40 °C

3: 68 percent / pyridine / 72 h / Ambient temperature

4: 38 percent / CH₃COOK / 13 h / Heating

With sodium tetrahydroborate; hydrogen; potassium acetate; palladium on activated charcoal; In pyridine; methanol;

upstream raw materials:

1,6-Anhydro-3-O-benzyl-5-O-tosyl-β-D-mannofuranose

1,6-Anhydro-3-O-benzyl-2-O-tosyl-α-L-idofuranose

1,6-Anhydro-3,5-di-O-benzyl-β-D-arabino-hexofuranos-2-ulose

1,6-Anhydro-3-O-benzyl-β-D-mannofuranose