thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 483278-43-9
• Molecular Formula: C₂₇H₄₃N₃O₁₀Si
• Molecular Weight: 597.738

Synonyms:thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property of thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 3 articles about thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-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: 97.0%

thexyldimethylsilyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside → thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (483278-43-9)

Guidance literature:

With sodium methylate; In methanol; for 0.5h;

DOI:10.1016/S0008-6215(02)00164-7

Reference yield:

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) → thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (483278-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / BF₃*Et₂O / CH₂Cl₂ / 0.25 h

2: 97 percent / MeONa / methanol / 0.5 h

With boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(02)00164-7

Reference yield:

thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (157488-91-0) → thexyldimethylsilyl β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (483278-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / BF₃*Et₂O / CH₂Cl₂ / 0.25 h

2: 97 percent / MeONa / methanol / 0.5 h

With boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(02)00164-7

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

thexyldimethylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

thexyldimethylsilyl 6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

thexyldimethylsilyl 6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl-(1->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

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