3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

Base Information

Chemical Name:3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose
CAS No.:918165-25-0
Molecular Formula:C₁₉H₂₄O₅
Molecular Weight:332.397
Hs Code.:

Synonyms:3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

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Chemical Property of 3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

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Technology Process of 3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

There total 3 articles about 3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose 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: 67.0%

: 1774-47-6
trimethylsulfoxonium iodide

: 848415-04-3
3-O-benzyl-5,6,8-trideoxy-1,2-O-isopropylidene-α-D-xylo-oct-5-(Z)-enfuranos-7-ulose

: 918165-25-0
3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; at 10 ℃; for 0.5h;
DOI:10.1016/j.tetasy.2006.09.025

Reference yield: 62.0%

: 1774-47-6
trimethylsulfoxonium iodide

: 848415-03-2
3-O-benzyl-5,6,8-trideoxy-1,2-O-isopropylidene-α-D-xylo-oct-5-(E)-enfuranos-7-ulose

: 918165-25-0
3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; at 10 ℃; for 0.5h;
DOI:10.1016/j.tetasy.2006.09.025

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 918165-25-0
3-O-benzyl-5,6-C-methylene-5,6,8-trideoxy-1,2-O-isopropylidene-D-glycero-β-L-iodo-octos-7-ulofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: Na₂CO₃ / dioxane; H₂O / 0.75 h / 100 °C

1.2: 24 percent / dioxane; H₂O; methanol / 2 h / 100 °C

2.1: 67 percent / NaH / dimethylsulfoxide / 0.5 h / 10 °C

With sodium hydride; sodium carbonate; In 1,4-dioxane; water; dimethyl sulfoxide; 1.2: Wittig reaction;
DOI:10.1016/j.tetasy.2006.09.025