2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol

Base Information

• Chemical Name: 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol
• CAS No.: 872217-39-5
• Molecular Formula: C₄₀H₄₆O₁₂S₂
• Molecular Weight: 782.93
• Mol file: 872217-39-5.mol

Synonyms:2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol

Chemical Property of 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol

There total 3 articles about 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol 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: 90.0%

1,4-anhydro-2,3,5-tri-O-p-methoxybenzyl-4-thio-D-lyxitol (872217-35-1) + 2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate (334024-20-3) → 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol (872217-39-5)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; potassium carbonate; at 70 ℃; for 16h;

DOI:10.1016/j.carres.2005.09.004

Reference yield:

1,4-anhydro-4-thio-D-lyxitol (872217-38-4) → 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol (872217-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.75 h / 0 °C

1.2: 94 percent / dimethylformamide / 2 h / 20 °C

2.1: 90 percent / 1,1,1,3,3,3-hexafluoro-2-propanol; K₂CO₃ / 16 h / 70 °C

With 1,1,1,3',3',3'-hexafluoro-propanol; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2005.09.004

Reference yield:

1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-lyxitol (872217-37-3) → 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S)-2,4-O-benzylidene-3-(sulfooxy)butyl]-(S)-episulfoniumylidene]-D-lyxitol (872217-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / lithium; NH₃ / diethyl ether / 5 h / -78 - 20 °C

2.1: NaH / dimethylformamide / 0.75 h / 0 °C

2.2: 94 percent / dimethylformamide / 2 h / 20 °C

3.1: 90 percent / 1,1,1,3,3,3-hexafluoro-2-propanol; K₂CO₃ / 16 h / 70 °C

With 1,1,1,3',3',3'-hexafluoro-propanol; ammonia; lithium; sodium hydride; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2005.09.004

upstream raw materials:

1,4-anhydro-2,3,5-tri-O-p-methoxybenzyl-4-thio-D-lyxitol

2,4-O-benzylidene-L-erythritol-1,3-cyclic sulfate

1,4-anhydro-4-thio-D-lyxitol

1,4-anhydro-2,3,5-tri-O-benzyl-4-thio-D-lyxitol