ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 150412-61-6
• Molecular Formula: C₃₂H₄₆O₉S
• Molecular Weight: 606.778

Synonyms:ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside

Chemical Property of ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside

There total 1 articles about ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside 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: 88.7%

ethyl 4-O-(2,4-di-O-benzyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside (150412-60-5) + methyl iodide (74-88-4) → ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside (150412-61-6)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)80099-Z

Reference yield: 84.0%

N-trifluoroacetyl-4-aminophenol (2709-93-5) + ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside (150412-61-6) → p-trifluoroacetamidophenyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranoside (150412-62-7)

Guidance literature:

With 4 A molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane; for 5h;

DOI:10.1016/0008-6215(93)80099-Z

Reference yield: 56.7%

p-nitrophenyl 4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (150412-47-8) + ethyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-1-thio-α-L-rhamnopyranoside (150412-61-6) → p-nitrophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside (150424-95-6)

Guidance literature:

With 4 A molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(93)80099-Z

upstream raw materials:

ethyl 4-O-(2,4-di-O-benzyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

methyl iodide

Downstream raw materials:

p-trifluoroacetamidophenyl 4-O-(2,4-di-O-benzyl-3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranoside

p-nitrophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside

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