O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

Base Information

Chemical Name:O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose
CAS No.:134756-67-5
Molecular Formula:C₄₅H₅₅NO₁₁SSi
Molecular Weight:846.083
Hs Code.:

O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

Synonyms:O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

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Chemical Property of O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

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Technology Process of O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

There total 12 articles about O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose 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: 81.0%

: 128358-59-8
3-O-benzyl-4,6-O-benzylidene-2-bromo-2-deoxy-α-D-altropyranosyl benzenesulfonamide

: 134756-60-8
1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

: 134756-67-5
O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

Guidance literature:: With potassium hexamethylsilazane; In N,N-dimethyl-formamide; at -40 - 20 ℃;
DOI:10.1021/ja00015a051

Reference yield:

: 63598-38-9,167074-37-5
1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose

: 134756-67-5
O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / Ambient temperature

2: 99 percent / sodium, ammonia (liquid) / tetrahydrofuran / 0.02 h / -78 °C

3: 1.) dibutyltin oxide, 2.) CsF / 1.) methanol, reflux, 1 h, 2.) DMF, 24 h

4: 81 percent / potassium hexamethyldisilazide / toluene; dimethylformamide / 1.) -40 deg C, 30 min, 2.) from -40 deg C to RT, 17 h

With ammonia; sodium; potassium hexamethylsilazane; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; cesium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja960526c

Reference yield:

: 111425-52-6
thiophenyl 2,3-dideoxy-α-D-glucopyranoside

: 134756-67-5
O-<2-benzenesulfonamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-allopyranosyl>-β-(1->4)-1,5-anhydro-6-O-benzyl-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: p-toluenesulfonic acid / dimethylformamide / 9 h / 20 - 30 °C

2: 86 percent / 3,3-dimethyldioxirane / acetone; CH₂Cl₂ / -78 °C

3: 100 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / Ambient temperature

4: 99 percent / sodium, ammonia (liquid) / tetrahydrofuran / 0.02 h / -78 °C

5: 1.) dibutyltin oxide, 2.) CsF / 1.) methanol, reflux, 1 h, 2.) DMF, 24 h

6: 81 percent / potassium hexamethyldisilazide / toluene; dimethylformamide / 1.) -40 deg C, 30 min, 2.) from -40 deg C to RT, 17 h

With ammonia; sodium; 3,3-dimethyldioxirane; potassium hexamethylsilazane; di(n-butyl)tin oxide; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; cesium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja960526c