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

Base Information

• Chemical Name: 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
• CAS No.: 151651-16-0
• Molecular Formula: C₄₈H₆₁N₃O₁₀Si
• Molecular Weight: 868.112

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

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

Chemical Property:

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Technology Process of 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 5 articles about 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-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:

benzyl bromide (100-39-0) + 2,2-dimethoxy-propane (77-76-9) + 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-2-deoxy-D-galactopyranosyl)-β-D-glucopyranoside → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (151651-16-0)

Guidance literature:

With camphor-10-sulfonic acid; sodium hydride; Yield given. Multistep reaction;

DOI:10.1021/ja00122a002

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6) → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (151651-16-0)

Guidance literature:

Multi-step reaction with 4 steps

4: benzylation

DOI:10.1021/ja00032a049

Reference yield:

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (117253-05-1) → 2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside (151651-16-0)

Guidance literature:

Multi-step reaction with 4 steps

4: benzylation

DOI:10.1021/ja00032a049

upstream raw materials:

benzyl bromide

2,2-dimethoxy-propane

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

2-(trimethylsilyl)ethyl (2-azido-6-O-benzyl-2-deoxy-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-<2-amino-6-O-benzyl-2-deoxy-3-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyloyl-1''<*>2'-lactam)-β-D-galactopyranosyl>-β-D-glucopyranoside

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2-azido-6-O-benzyl-2-deoxy-3-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylate)-β-D-galactopyranosyl>-β-D-glucopyranoside

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