methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Base Information

Chemical Name:methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)
CAS No.:1384958-23-9
Molecular Formula:C₄₈H₅₆F₃NO₁₅SSi
Molecular Weight:1004.12
Hs Code.:

methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Synonyms:methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

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Chemical Property of methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

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Technology Process of methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

There total 6 articles about methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl 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: 71.0%

: 4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-1-O-(N-phenyltrifluoroacetimidoyl)-2-N-trifluoroacetamidoyl-α/β-D-glucopyranoside

: 725228-76-2
methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate

: 1384958-23-9
methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Guidance literature:: 4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-1-O-(N-phenyltrifluoroacetimidoyl)-2-N-trifluoroacetamidoyl-α/β-D-glucopyranoside; methyl (phenyl 2,3-di-O-benzoyl-1-thio-β-D-glucopyranosid)uronate; In toluene; coevaporate;

In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve;

With trifluorormethanesulfonic acid; at -20 ℃; for 0.75h;
DOI:10.1021/ol301666n

Reference yield:

: C₁₆H₂₈F₃NO₆Si

: 1384958-23-9
methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 0 - 20 °C

2.1: dmap; diisopropyl-carbodiimide / dichloromethane / 0.5 h / 0 °C

3.1: toluene / coevaporate

3.2: 0.5 h / 20 °C / Molecular sieve

3.3: 0.75 h / -20 °C

With dmap; potassium carbonate; diisopropyl-carbodiimide; In dichloromethane; acetone; toluene;
DOI:10.1021/ol301666n

Reference yield:

: C₂₄H₃₂F₆N₂O₆Si

: 1384958-23-9
methyl (phenyl 2,3-di-O-benzoyl-4-[4,6-O-di-tert-butylsilylidene-3-O-levulinoyl-2-N-trifluoroacetamido-β-D-glucopyranosyl]-1-thio-β-D-glucopyranosyl uronate)

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; diisopropyl-carbodiimide / dichloromethane / 0.5 h / 0 °C

2.1: toluene / coevaporate

2.2: 0.5 h / 20 °C / Molecular sieve

2.3: 0.75 h / -20 °C

With dmap; diisopropyl-carbodiimide; In dichloromethane; toluene;
DOI:10.1021/ol301666n