2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

Base Information

Chemical Name:2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside
CAS No.:172361-08-9
Molecular Formula:C₄₇H₆₆O₂₅Si
Molecular Weight:1059.11
Hs Code.:

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

Synonyms:2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

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Chemical Property of 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

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Technology Process of 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

There total 7 articles about 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-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: 98.0%

: 108-24-7
acetic anhydride

: 172361-07-8
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

: 172361-08-9
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1021/jo00127a042

Reference yield:

: 160533-98-2
2-(trimethylsilyl)ethyl 4-O-(4,6-O-p-methoxybenzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 172361-08-9
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / Bu₄NCl, Bu₂SnO / toluene / 24 h / 35 °C

2: 87 percent / pyridine / 20 h / Ambient temperature

3: 85 percent / Bu₃SnH, AIBN / toluene / 23 h / Heating

4: 65 percent / DDQ, 18-crown-6, NaHSO₄, moist molecular sieves 4 Angstroem / 1,2-dichloro-ethane / 70 °C

5: 66 percent / AgOTf, collidine, molecular sieves AW-300 / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) r.t., 11 h

6: H₂ / 10percent Pd/C / acetic acid / 10 h

7: 98 percent / pyridine / Ambient temperature

With pyridine; 2,3,5-trimethyl-pyridine; sodium hydrogen sulfate; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; 4 A molecular sieve; tetrabutyl-ammonium chloride; hydrogen; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In dichloromethane; acetic acid; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo00127a042

Reference yield:

: 2-(Trimethylsilyl)ethyl 4-O-<3-O-<(phenylthio)(thiocarbonyl)>-4,6-O-(p-methoxybenzylidene)-β-D-galactopyranosyl>-β-D-glucopyranoside

: 172361-08-9
2-(Trimethylsilyl)ethyl 2,3,6-tri-O-acetyl-4-O-<2-O-acetyl-3-deoxy-6-O-(p-methoxybenzoyl)-4-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-xylo-hexopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / pyridine / 20 h / Ambient temperature

2: 85 percent / Bu₃SnH, AIBN / toluene / 23 h / Heating

3: 65 percent / DDQ, 18-crown-6, NaHSO₄, moist molecular sieves 4 Angstroem / 1,2-dichloro-ethane / 70 °C

4: 66 percent / AgOTf, collidine, molecular sieves AW-300 / CH₂Cl₂ / 1.) -60 deg C, 30 min, 2.) r.t., 11 h

5: H₂ / 10percent Pd/C / acetic acid / 10 h

6: 98 percent / pyridine / Ambient temperature

With pyridine; 2,3,5-trimethyl-pyridine; sodium hydrogen sulfate; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; 4 A molecular sieve; hydrogen; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In dichloromethane; acetic acid; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo00127a042