3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

Base Information

Chemical Name:3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose
CAS No.:111003-74-8
Molecular Formula:C₁₆H₁₉IO₅
Molecular Weight:418.228
Hs Code.:

Synonyms:3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

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Chemical Property of 3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

Chemical Property:

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Technology Process of 3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

There total 5 articles about 3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose 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%

: 74708-51-3
3,5-O-(S)-benzylidene-1,2-O-isopropylidene-α-D-glucofuranose

: 111003-74-8
3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; for 0.25h; Heating;
DOI:10.1016/0008-6215(86)84012-5

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 111003-74-8
3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 40 °C

2: tetrabutylammonium fluoride / CH₂Cl₂ / 0.17 h / 21 °C

3: 76 percent / triphenylphosphine, iodine, imidazole / toluene / 0.25 h / Heating

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1016/0008-6215(86)84012-5

Reference yield:

: 110920-92-8
(3aR,5R,6S,6aR)-5-((R)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl)-2,2-dimethyltetrahydrofuro(3,2-d)(1,3)dioxol-6-ol

: 111003-74-8
3,5-O-(R)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 40 °C

2: tetrabutylammonium fluoride / CH₂Cl₂ / 0.17 h / 21 °C

3: 76 percent / triphenylphosphine, iodine, imidazole / toluene / 0.25 h / Heating

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1016/0008-6215(86)84012-5