2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside
CAS No.:117269-22-4
Molecular Formula:C₅₇H₇₆O₂₁Si
Molecular Weight:1125.3
Hs Code.:

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

There total 8 articles about 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-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:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 117269-22-4
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / HgO, HgBr₂, CaSO₄ / CHCl₃ / 48 h / Ambient temperature

2: 97 percent / MeONa / methanol / 3 h

3: 79 percent / HCOOH / 0.5 h / 22 °C

4: 94 percent / pyridine / 15 h / 22 °C

5: 83 percent / ethereal HCl, NaCNBH₃, molecular sieves 4A / tetrahydrofuran / 22 °C

6: CF₃SO₃Ag, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 16 h / 22 °C

With pyridine; hydrogenchloride; calcium sulfate; formic acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; mercury dibromide; mercury(II) oxide; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/jo00259a006

Reference yield:

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

: 117269-22-4
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / HCOOH / 0.5 h / 22 °C

2: 94 percent / pyridine / 15 h / 22 °C

3: 83 percent / ethereal HCl, NaCNBH₃, molecular sieves 4A / tetrahydrofuran / 22 °C

4: CF₃SO₃Ag, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 16 h / 22 °C

With pyridine; hydrogenchloride; formic acid; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00259a006

Reference yield:

: 103082-76-4
2'-trimethylsilylethanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 117269-22-4
2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,6-di-O-acetyl-3-deoxy-3-C-methyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / MeONa / methanol / 3 h

2: 79 percent / HCOOH / 0.5 h / 22 °C

3: 94 percent / pyridine / 15 h / 22 °C

4: 83 percent / ethereal HCl, NaCNBH₃, molecular sieves 4A / tetrahydrofuran / 22 °C

5: CF₃SO₃Ag, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 16 h / 22 °C

With pyridine; hydrogenchloride; formic acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium cyanoborohydride; tetramethylurea; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00259a006