2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-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-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 117253-42-6
• Molecular Formula: C₅₂H₆₄O₁₁Si
• Molecular Weight: 893.159

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

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

Chemical Property:

Purity/Quality:

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-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-benzyl-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: 90.0%

(2-{(2R,3R,4S,5R,6R)-3,4-Bis-benzyloxy-5-[(2S,3R,4S,5S,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-ethyl)-trimethyl-silane → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (117253-42-6)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1080/07328309808002353

Reference yield: 75.0%

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (117253-41-5) → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (117253-42-6)

Guidance literature:

With acetic acid; at 100 ℃; for 0.666667h;

DOI:10.1021/jo00259a006

Reference yield: 42.0%

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 (172360-89-3) → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (117253-42-6) + 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranosyl)-β-D-glucopyranoside + 2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside + 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 (172360-88-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 23h; Heating;

DOI:10.1021/jo00127a042

upstream raw materials:

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

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

2-(Trimethylsilyl)ethanol

2-(trimethylsilyl)ethyl O-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Downstream raw materials:

2-(trimethylsilyl)ethyl O-(3-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

2-(Trimethylsilyl)ethyl O-(methyl 4,5,7,8,9-penta-O-acetyl-3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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

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