2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside
CAS No.:848647-29-0
Molecular Formula:C₃₄H₅₀O₁₆Si
Molecular Weight:742.847
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

There total 7 articles about 2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside 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: 60.0%

: 848647-28-9
2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

: 848647-29-0
2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1016/j.tetasy.2004.11.051

Reference yield:

: 848647-23-4
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside

: 848647-29-0
2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / DTBMP; DMTST; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 20 °C

2: tetrabutylammonium fluoride / tetrahydrofuran / 2 h

3: 0.25 g / pyridine / CH₂Cl₂ / 2 h / 20 °C

4: acetic acid / 1 h / 70 °C

5: 0.18 g / pyridine / CH₂Cl₂ / 1 h / 20 °C

6: 60 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetasy.2004.11.051

Reference yield:

: [2-((3aR,4R,5aR,8S,9aS,9bS)-2,2-Dibutyl-8-phenyl-hexahydro-1,3,5,7,9-pentaoxa-2-stanna-cyclopenta[a]naphthalen-4-yloxy)-ethyl]-trimethyl-silane

: 848647-29-0
2-(trimethylsilyl)ethyl (1,4,6-tri-O-acetyl-3-O-benzyl-β-D-fructofuranosyl)-(2->2)-4,6-di-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.2 g / tetrabutylammonium iodide / acetonitrile / 2 h / 100 °C

2: 80 percent / DTBMP; DMTST; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 20 °C

3: tetrabutylammonium fluoride / tetrahydrofuran / 2 h

4: 0.25 g / pyridine / CH₂Cl₂ / 2 h / 20 °C

5: acetic acid / 1 h / 70 °C

6: 0.18 g / pyridine / CH₂Cl₂ / 1 h / 20 °C

7: 60 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2004.11.051