1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol

Base Information

• Chemical Name: 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol
• CAS No.: 226931-87-9
• Molecular Formula: C₂₅H₃₄O₁₀S₂
• Molecular Weight: 558.671

Synonyms:1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol

Chemical Property of 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol

Chemical Property:

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Technology Process of 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol

There total 11 articles about 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol 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: 80.0%

2,2-dimethoxy-propane (77-76-9) + Methanesulfonic acid (1R,2S,3S,4R)-5-benzyloxy-1-benzyloxymethyl-2,3-dihydroxy-4-methanesulfonyloxy-pentyl ester (257881-05-3) → 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol (226931-87-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2006.08.035

Reference yield: 70.0%

1,3:4,6-di-O-benzylidene-2,5-di-O-methanesulfonyl-D-mannitol (28224-74-0) + 2,2-dimethoxy-propane (77-76-9) → 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol (226931-87-9)

Guidance literature:

1,3:4,6-di-O-benzylidene-2,5-di-O-methanesulfonyl-D-mannitol; With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;

2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2005.03.038

Reference yield:

1,6-di-O-benzyl-3,4-O-methylethylidene-D-mannitol (142285-64-1) + methanesulfonyl chloride (124-63-0) → 1,6-di-O-benzyl-2,5-di-O-methanesulfonyl-3,4-O-methylethylidene-D-mannitol (226931-87-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1055/s-1998-3129

upstream raw materials:

1,6-di-O-benzyl-3,4-O-methylethylidene-D-mannitol

methanesulfonyl chloride

1,3:4,6-di-O-benzylidene-2,5-di-O-methanesulfonyl-D-mannitol

2,2-dimethoxy-propane

Downstream raw materials:

3,5-diazido-1,6-di-O-benzyl-2,5-dideoxy-3,4-O-methylethylidene-L-iditol

C₂₃H₃₂N₂O₈S₂

Methanesulfonic acid (S)-2-{(4R,5R)-5-[(S)-2-methanesulfonyloxy-1-(toluene-4-sulfonylamino)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(toluene-4-sulfonylamino)-ethyl ester

(2R,3R)-2-((benzyloxy)methyl)-3-((2R,3R)-3-((benzyloxy)methyl)-1-tosylaziridin-2-yl)-1-tosylaziridine

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