3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide

Base Information

• Chemical Name: 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide
• CAS No.: 128358-62-3
• Molecular Formula: C₂₆H₂₆INO₆S
• Molecular Weight: 607.466

Synonyms:3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide

Chemical Property of 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide

There total 2 articles about 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide 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: 50.0%

benzenesulfonamide (98-10-2) + 1,5-anhydro-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-arabino-hex-1-enitol (110522-37-7,124579-04-0,128442-04-6,124579-02-8) → 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-β-D-altropyranosyl benzenesulfonamide (128358-62-3,128358-63-4) + 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide (128358-62-3)

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; In dichloromethane; at 0 ℃;

DOI:10.1021/ja00171a021

Reference yield: 50.0%

benzenesulfonamide (98-10-2) + 1,5-anhydro-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-arabino-hex-1-enitol (110522-37-7,124579-04-0,128442-04-6,124579-02-8) → 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-β-D-altropyranosyl benzenesulfonamide (128358-62-3,128358-63-4) + 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide (128358-62-3)

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; In dichloromethane; at 0 ℃;

DOI:10.1021/ja00171a021

Reference yield: 86.0%

3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-altropyranosyl benzenesulfonamide (128358-62-3) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → O-<2-(benzenesulfonamido)-3-O-benzyl-4,6-benzylidene-2-deoxy-D-allopyranosyl>-β-(1<*>6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (128358-61-2)

Guidance literature:

With potassium hexamethylsilazane; In N,N-dimethyl-formamide; toluene; 1.) -40, 30 min, 2.) from -40 deg C to RT, 5 h;

DOI:10.1021/ja00171a021

upstream raw materials:

benzenesulfonamide

1,5-anhydro-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-arabino-hex-1-enitol

Downstream raw materials:

O-<2-(benzenesulfonamido)-3-O-benzyl-4,6-benzylidene-2-deoxy-D-allopyranosyl>-β-(1<*>6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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