(2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

Base Information

Chemical Name:(2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside
CAS No.:1431846-03-5
Molecular Formula:C₅₆H₆₀O₁₀
Molecular Weight:893.086
Hs Code.:

Synonyms:(2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

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Chemical Property of (2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

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Technology Process of (2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

There total 4 articles about (2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-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: 50.0%

: C₅₆H₅₈O₁₀

: 1431846-03-5
(2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 - 20 ℃; for 1h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201209697

Reference yield:

: 1207164-11-1
methyl (2E)-3,4,6-tri-O-benzyl-2-C-(bromomethylene)-2-deoxy-β-D-arabino-hexopyranoside

: 1431846-03-5
(2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 18.17 h / 80 °C / Inert atmosphere

2: 3,3-dimethyldioxirane / dichloromethane; acetone / 1.33 h / -78 - 0 °C / Inert atmosphere

3: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 3,3-dimethyldioxirane; diisobutylaluminium hydride; lithium chloride; In hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1: |Stille Cross Coupling;
DOI:10.1002/anie.201209697

Reference yield:

: 1431845-90-7
(2E)-methyl-(3,4,6-tri-O-benzylglucalyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

: 1431846-03-5
(2E)-methyl-(3,4,6-tri-O-benzyl-1-deoxy-β-D-glucopyranosyl)-(1?7C)-3,4,6-tri-O-benzyl-2-methylene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 3,3-dimethyldioxirane / dichloromethane; acetone / 1.33 h / -78 - 0 °C / Inert atmosphere

2: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C / Inert atmosphere

With 3,3-dimethyldioxirane; diisobutylaluminium hydride; In hexane; dichloromethane; acetone; toluene;
DOI:10.1002/anie.201209697