2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal

Base Information

• Chemical Name: 2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal
• CAS No.: 79493-14-4
• Molecular Formula: C₂₄H₃₀O₅S₂
• Molecular Weight: 462.631
• Mol file: 79493-14-4.mol

Synonyms:2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal

Chemical Property of 2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal

There total 5 articles about 2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose 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: 74.0%

acetic anhydride (108-24-7) + 2,5-anhydro-3-C-L-lyxose diethylacetal (79493-11-1) → 2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal (79493-14-4)

Guidance literature:

In pyridine; at 0 ℃; for 12h;

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-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal (79493-14-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: hexamethylphosphoric acid triamide; tetrahydrofuran / 0 °C

3: 74 percent / pyridine / 12 h / 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:

anion of bis(phenylthio)methane (70626-89-0) → 2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose diethylacetal (79493-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0 °C

2: 74 percent / pyridine / 12 h / 0 °C

In tetrahydrofuran; pyridine;

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

upstream raw materials:

acetic anhydride

2,5-anhydro-3-C-L-lyxose diethylacetal

anion of bis(phenylthio)methane

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

Downstream raw materials:

2,5-anhydro-4-O-acetyl-3-desoxy-3-C-L-lyxose

1-C-<3'-O-acetyl-2'-desoxy-2'-C-bis(phenylthio)methyl-α-L-threofuranosyl>-3-oxo-oct-1-ene, trans