2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
CAS No.:231616-51-6
Molecular Formula:C₅₆H₆₈O₂₄Si
Molecular Weight:1153.23
Hs Code.:

2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

There total 15 articles about 2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-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:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 231616-51-6
2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) dibutyltin oxide; 2.) Bu₄NBr / 1.) benzene, reflux, 5 h; 2.) 5 h

2: imidazole / dimethylformamide / 3 h / Ambient temperature

3: pyridine / 4 h / 0 °C

4: 58 percent / 4 Angsroem molecular sieves, NIS, TfOH / CH₂Cl₂ / 0.33 h / 0 °C

5: 75 percent / AcOH / tetrahydrofuran; H₂O / 3 h / 50 °C

6: pyridine / 2 h / Ambient temperature

7: H₂, AcOH / 10 percent Pd/C / methanol / 2 h / Ambient temperature

8: 89 percent / 4 Angstroem molecular sieves, dimethyl(methylthio)sulfonium triflate / CH₂Cl₂ / 5 h / 0 °C

9: H₂, AcOH / 10 percent Pd/C / methanol / 3 h / Ambient temperature

10: pyridine / 3 h / Ambient temperature

With pyridine; 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetrabutylammomium bromide; hydrogen; di(n-butyl)tin oxide; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(99)00027-0

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 231616-51-6
2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 83.1 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: pyridine / 4 h / 0 °C

3: 89 percent / 80 percent AcOH / 3 h / 40 °C

4: 58 percent / 4 Angsroem molecular sieves, NIS, TfOH / CH₂Cl₂ / 0.33 h / 0 °C

5: 75 percent / AcOH / tetrahydrofuran; H₂O / 3 h / 50 °C

6: pyridine / 2 h / Ambient temperature

7: H₂, AcOH / 10 percent Pd/C / methanol / 2 h / Ambient temperature

8: 89 percent / 4 Angstroem molecular sieves, dimethyl(methylthio)sulfonium triflate / CH₂Cl₂ / 5 h / 0 °C

9: H₂, AcOH / 10 percent Pd/C / methanol / 3 h / Ambient temperature

10: pyridine / 3 h / Ambient temperature

With pyridine; 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(99)00027-0

Reference yield:

: 107802-80-2
(2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran

: 231616-51-6
2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / 4 Angstroem molecular sieves, dimethyl(methylthio)sulfonium triflate / CH₂Cl₂ / 5 h / 0 °C

2: H₂, AcOH / 10 percent Pd/C / methanol / 3 h / Ambient temperature

3: pyridine / 3 h / Ambient temperature

With pyridine; 4 A molecular sieve; hydrogen; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(99)00027-0