O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

Base Information

Chemical Name:O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide
CAS No.:128358-53-2
Molecular Formula:C₅₉H₆₁IN₂O₁₂S₂
Molecular Weight:1181.18
Hs Code.:

O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

Synonyms:O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

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Chemical Property of O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

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Technology Process of O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

There total 4 articles about O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl 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: 73.0%

: 98-10-2
benzenesulfonamide

: 128358-49-6
O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabinohex-1-enopyranose

: 128358-53-2
O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

Guidance literature:: With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; In dichloromethane; at 0 ℃;
DOI:10.1021/ja00171a021

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 128358-53-2
O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / iodonium di-sym-collidine perchlorate, 4-A molecular sieves / CH₂Cl₂ / 0 °C

2: 1.) lithium tetramethylpiperidine, 2.) silver trifluoromethanesulfonate / 1.) THF, -78 deg C, 10 min, 2.) from -78 deg C to RT

3: 73 percent / iodonium di-sym-collidine perchlorate, 4-A molecular sieves / CH₂Cl₂ / 0 °C

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ja00171a021

Reference yield:

: 58871-10-6
3,4-di-O-benzyl-D-glucal

: 128358-53-2
O-<2-(benzenesulfonamido)-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl>-β-(1<*>6)-3,4-di-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) lithium tetramethylpiperidine, 2.) silver trifluoromethanesulfonate / 1.) THF, -78 deg C, 10 min, 2.) from -78 deg C to RT

2: 73 percent / iodonium di-sym-collidine perchlorate, 4-A molecular sieves / CH₂Cl₂ / 0 °C

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ja00171a021