2,5-anhydro-4-C-D-xylose diethylacetal

Base Information

• Chemical Name: 2,5-anhydro-4-C-D-xylose diethylacetal
• CAS No.: 79493-10-0
• Molecular Formula: C₂₂H₂₈O₄S₂
• Molecular Weight: 420.594
• Mol file: 79493-10-0.mol

Synonyms:2,5-anhydro-4-C-D-xylose diethylacetal

Chemical Property of 2,5-anhydro-4-C-D-xylose diethylacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-anhydro-4-C-D-xylose diethylacetal

There total 3 articles about 2,5-anhydro-4-C-D-xylose diethylacetal 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:

2,5-anhydro-3-O-benzoyl-D-xylose diethyl acetal (79493-08-6) → 2,5-anhydro-4-C-D-xylose diethylacetal (79493-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / pyridine / 6 h / 0 °C

2: 60 percent / Br₂, methanolate de sodium / methanol / 2 h / Ambient temperature

3: hexamethylphosphoric acid triamide; tetrahydrofuran / 0 °C

With bromine; sodium methylate; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4020(01)98932-X

Reference yield:

2,5-anhydro-3-O-benzoyl-4-O-tosyl-D-xylose diethylacetal (79493-09-7) → 2,5-anhydro-4-C-D-xylose diethylacetal (79493-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Br₂, methanolate de sodium / methanol / 2 h / Ambient temperature

2: hexamethylphosphoric acid triamide; tetrahydrofuran / 0 °C

With bromine; sodium methylate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4020(01)98932-X

Reference yield:

anion of bis(phenylthio)methane (70626-89-0) + 2,5;3,4-dianhydro-L-arabinose diethylacetal (79184-22-8) → 2,5-anhydro-3-C-L-lyxose diethylacetal (79493-11-1) + 2,5-anhydro-4-C-D-xylose diethylacetal (79493-10-0)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)98932-X

upstream raw materials:

anion of bis(phenylthio)methane

2,5;3,4-dianhydro-L-arabinose diethylacetal

2,5-anhydro-3-O-benzoyl-D-xylose diethyl acetal

2,5-anhydro-3-O-benzoyl-4-O-tosyl-D-xylose diethylacetal

Downstream raw materials:

2,5-anhydro-3-O-acetyl-4-desoxy-4-C-D-xylose diethylacetal