2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal

Base Information

• Chemical Name: 2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal
• CAS No.: 613234-27-8
• Molecular Formula: C₂₈H₃₂O₄S₂
• Molecular Weight: 496.692
• Mol file: 613234-27-8.mol

Synonyms:2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal

Chemical Property of 2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal

There total 1 articles about 2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal 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: 61.5%

2,3,5-tri-O-benzyl-L-arabinofuranose (96192-07-3) + ethane-1,2-dithiol (540-63-6) → 2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal (613234-27-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(03)01055-X

Reference yield: 82.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal (613234-27-8) → 2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-L-arabinose ethylenedithioacetal (613234-28-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 80 ℃; for 20h;

DOI:10.1016/S0040-4020(03)01055-X

Reference yield:

2,3,5-tri-O-benzyl-L-arabinose ethylenedithioacetal (613234-27-8) → 2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-L-arabinose (613234-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / imidazole / dimethylformamide / 20 h / 80 °C

2: 48.6 percent / Na₂CO₃; MeI / acetone; H₂O / 16 h / Heating

With 1H-imidazole; sodium carbonate; methyl iodide; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(03)01055-X

upstream raw materials:

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

ethane-1,2-dithiol

Downstream raw materials:

2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-L-arabinose ethylenedithioacetal

2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-L-arabinose

(5R,6S,7R,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine

(5R,6S,7R,8R)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine