methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

Base Information

Chemical Name:methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate
CAS No.:1319721-65-7
Molecular Formula:C₅₀H₅₆Cl₃F₃N₂O₁₆Si
Molecular Weight:1132.44
Hs Code.:

methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

Synonyms:methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

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Chemical Property of methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

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Technology Process of methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

There total 9 articles about methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate 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:

: methyl (2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trichloroacetamido-β-D-glucopyranosyl]-α/-β-D-glucopyranose uronate)

: 61881-19-4
2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

: 1319721-65-7
methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

: methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-α-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

Guidance literature:: With caesium carbonate; In acetone; at 0 ℃; for 1.5h; optical yield given as %de;
DOI:10.1016/j.carres.2011.03.042

Reference yield:

: 4,6-O-di(tert-butyl)silylidene-2-deoxy-2-trichloroacetamido-D-glucopyranose

: 1319721-65-7
methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

: methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-α-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate / acetone / 3.5 h / 0 - 20 °C

2: dmap; diisopropyl-carbodiimide / dichloromethane / 2.5 h / 0 °C

3: trifluorormethanesulfonic acid / 0 - 20 °C

4: N-Bromosuccinimide; water / acetone / 3 h / 0 - 20 °C

5: caesium carbonate / acetone / 0 - 4 °C

With dmap; N-Bromosuccinimide; trifluorormethanesulfonic acid; water; caesium carbonate; diisopropyl-carbodiimide; In dichloromethane; acetone;
DOI:10.1021/ol301666n

Reference yield:

: 4,6-O-di(tert-butyl)silylidene-2-deoxy-2-trichloroacetamido-D-glucopyranosyl N-phenyl-2,2,2-trifluoroacetimidate

: 1319721-65-7
methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

: methyl (2,3-dibenzoyl-4-O-(4,6-O-di-tert-butylsilandiyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-β-D-glucopyranosyl)-α-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; diisopropyl-carbodiimide / dichloromethane / 2.5 h / 0 °C

2: trifluorormethanesulfonic acid / 0 - 20 °C

3: N-Bromosuccinimide; water / acetone / 3 h / 0 - 20 °C

4: caesium carbonate / acetone / 0 - 4 °C

With dmap; N-Bromosuccinimide; trifluorormethanesulfonic acid; water; caesium carbonate; diisopropyl-carbodiimide; In dichloromethane; acetone;
DOI:10.1021/ol301666n