4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite

Base Information

• Chemical Name: 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite
• CAS No.: 913534-65-3
• Molecular Formula: C₂₉H₃₂O₉S
• Molecular Weight: 556.634

Synonyms:4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite

Chemical Property of 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite

Chemical Property:

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Technology Process of 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite

There total 2 articles about 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite 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: 76.0%

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol (913534-64-2) → 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite (913534-65-3)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; for 0.5h; cooling;

DOI:10.1021/jo061944v

Reference yield:

1,3:4,6-di-O-benzylidene-2,5-bis-O-(p-methoxybenzyl)-D-mannitol → 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite (913534-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / p-toluenesulfonic acid / methanol / 4 h / 20 °C

2: 76 percent / triethylamine; thionyl chloride / CH₂Cl₂ / 0.5 h / cooling

With thionyl chloride; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jo061944v

Reference yield: 86.0%

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite (913534-65-3) → 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate (913534-62-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/jo061944v

upstream raw materials:

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol

Downstream raw materials:

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-3-(sulfooxy)hexyl]-(R)-epi-sulfoniumylidene]-D-arabinitol inner salt

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-3-(sulfooxy)hexyl]-(R)-epi-seleniumylidene]-D-arabinitol inner salt

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-3-(sulfooxy)hexyl]-(S)-epi-seleniumylidene]-D-arabinitol inner salt

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