1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

Base Information

Chemical Name:1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone
CAS No.:1616296-69-5
Molecular Formula:C₄₂H₄₂O₆
Molecular Weight:642.792
Hs Code.:

Synonyms:1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

Suppliers and Price of 1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

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Technology Process of 1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

There total 12 articles about 1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone 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: 58.0%

: 1-(2-(benzyloxy)-5-(α-D-fucofuranosyl))phenyl ethanone

: 100-39-0
benzyl bromide

: 1616296-69-5
1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

Guidance literature:: 1-(2-(benzyloxy)-5-(α-D-fucofuranosyl))phenyl ethanone; benzyl bromide; With n-butyllithium; In neat (no solvent); at 20 ℃; for 0.333333h; Inert atmosphere;

With silver(l) oxide; In neat (no solvent); at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.carres.2014.04.005

Reference yield:

: C₄₂H₄₂O₇

: 1616296-69-5
1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

: 1616296-67-3
1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-β-D-fucofuranosyl))phenyl ethanone

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.carres.2014.04.005

Reference yield:

: 1450-75-5
5-Bromo-2-hydroxyacetophenone

: 1616296-69-5
1-(2-(benzyloxy)-5-(2,3,5-tri-O-benzyl-α-D-fucofuranosyl))phenyl ethanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

1.2: 3 h / Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / 4 h / Reflux; Dean-Stark; Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 2 h / -78 °C / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

5.1: n-butyllithium / neat (no solvent) / 0.33 h / 20 °C / Inert atmosphere

5.2: 255 / 12 h / 20 °C / Inert atmosphere

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.carres.2014.04.005