methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside
CAS No.:84094-25-7
Molecular Formula:C₂₄H₃₆O₁₈S₄
Molecular Weight:740.803
Hs Code.:

Synonyms:methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

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Chemical Property of methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

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Technology Process of methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

There total 7 articles about methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside 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: 86.0%

: 124-63-0
methanesulfonyl chloride

: 84094-24-6
methyl 4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-6-deoxy-β-D-glucopyranoside

: 84094-25-7
methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

Guidance literature:: In pyridine; at 0 ℃;
DOI:10.1016/S0008-6215(00)80776-4

Reference yield:

: Toluene-4-sulfonic acid (2R,3S,4R,5R,6R)-3-((4aR,6S,7R,8R,8aS)-7,8-dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4,5-dihydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

: 84094-25-7
methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 5 h / Ambient temperature

2: 92 percent / NaI / dimethylformamide / 4 h / 100 °C

3: 85 percent / hydrazine, BaCO₃ / Raney Ni / dioxane; methanol / 0.33 h / Heating

4: 95 percent / 1M NaOMe/MeOH / CHCl₃ / 2 h / Ambient temperature

5: 86 percent / pyridine / 0 °C

With methanol; sodium methylate; barium carbonate; sodium iodide; hydrazine; nickel; In 1,4-dioxane; pyridine; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)80776-4

Reference yield:

: 84094-22-4
methyl 2,3-di-O-acetyl-6-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-6-iodo-β-D-glucopyranoside

: 84094-25-7
methyl 4-O-<4,6-O-benzylidene-2,3-di-O-(methylsulfonyl)-β-D-glucopyranosyl>-6-deoxy-2,3-di-O-(methylsulfonyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / hydrazine, BaCO₃ / Raney Ni / dioxane; methanol / 0.33 h / Heating

2: 95 percent / 1M NaOMe/MeOH / CHCl₃ / 2 h / Ambient temperature

3: 86 percent / pyridine / 0 °C

With methanol; sodium methylate; barium carbonate; hydrazine; nickel; In 1,4-dioxane; pyridine; methanol; chloroform;
DOI:10.1016/S0008-6215(00)80776-4