ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside

Base Information

• Chemical Name: ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside
• CAS No.: 473545-22-1
• Molecular Formula: C₉₂H₉₄O₁₈S
• Molecular Weight: 1519.81

Synonyms:ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside

Chemical Property of ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside

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Technology Process of ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside

There total 1 articles about ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-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%

ethyl 2-O-benzoyl-4-O-benzyl-1-thio-α-D-glucopyranoside (473545-19-6) + 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl fluoride (473545-18-5) → ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside (473545-22-1)

Guidance literature:

With trifluorormethanesulfonic acid; 5A molecular sieve; In dichloromethane; at -20 ℃; for 1.5h;

DOI:10.1246/cl.2002.730

Reference yield: 76.0%

ethyl 1-thio-2,3,4-tri-O-p-(trifluoromethyl)benzoyl-α-D-glucopyranoside (473545-26-5) + ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside (473545-22-1) → ethyl 6-O-[2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl]-1-thio-2,3,4-tri-O-p-(trifluoromethyl)benzoyl-α-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; In dichloromethane; at -60 - -50 ℃; for 1h;

DOI:10.1246/cl.2002.730

Reference yield: 71.0%

ethyl 2,3,4-tri-O-p-chlorobenzoyl-1-thio-α-D-glucopyranoside (473545-25-4) + ethyl 2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-1-thio-α-D-glucopyranoside (473545-22-1) → ethyl 6-O-[2-O-benzoyl-4-O-benzyl-3,6-bis-O-(3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl]-1-thio-2,3,4-tri-O-p-chlorobenzoyl-α-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; In dichloromethane; at -60 - -50 ℃; for 1h;

DOI:10.1246/cl.2002.730

upstream raw materials:

ethyl 2-O-benzoyl-4-O-benzyl-1-thio-α-D-glucopyranoside

3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl fluoride

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