2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:172360-89-3
Molecular Formula:C₅₈H₆₈N₂O₁₂SSi
Molecular Weight:1045.34
Hs Code.:

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O-<imidazol-1-yl(thiocarbonyl)>-β-D-galactopyranosyl)-β-D-glucopyranoside

Synonyms:2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

There total 4 articles about 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside 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: 82.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 172360-88-2
2-(trimethylsilyl)ethyl (2,6-di-O-benzyl-4-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 172360-89-3
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: In 1,2-dichloro-ethane; at 80 ℃; for 19h;
DOI:10.1021/jo00127a042

Reference yield:

: 117253-42-6
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 172360-89-3
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Bu₂SnO, 2.) Bu₄NI / 1.) toluene, reflux, 1 h, 2.) 90 deg C, overnight

2: pyridine / 20 h / Ambient temperature

3: 76 percent / PdCl₂ / methanol / 4 h / Ambient temperature

4: 82 percent / 1,2-dichloro-ethane / 19 h / 80 °C

With pyridine; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; palladium dichloride; In methanol; 1,2-dichloro-ethane;
DOI:10.1021/jo00127a042

Reference yield:

: 172360-86-0
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(3-O-allyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 172360-89-3
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-O--β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 20 h / Ambient temperature

2: 76 percent / PdCl₂ / methanol / 4 h / Ambient temperature

3: 82 percent / 1,2-dichloro-ethane / 19 h / 80 °C

With pyridine; palladium dichloride; In methanol; 1,2-dichloro-ethane;
DOI:10.1021/jo00127a042