3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid

Base Information

• Chemical Name: 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid
• CAS No.: 927190-20-3
• Molecular Formula: C₇₈H₁₁₄N₄O₂₂
• Molecular Weight: 1459.78

Synonyms:3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid

Chemical Property of 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid

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Technology Process of 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid

There total 1 articles about 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-N^ε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid 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: 45.0%

glycyrrizhin (83896-44-0,103000-77-7,119479-05-9,142394-43-2,1405-86-3) + N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride (5978-22-3,1426213-63-9) → 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid (927190-20-3)

Guidance literature:

glycyrrizhin; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In 1,4-dioxane; cooling;

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride; With triethylamine; In 1,4-dioxane; at 20 - 22 ℃; for 24h;

DOI:10.1007/s10600-006-0210-7

Reference yield: 86.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid (927190-20-3) → C79H116N4O22

Guidance literature:

In methanol; at 0 - 5 ℃;

DOI:10.1007/s10600-006-0210-7

Reference yield: 80.8%

3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine-t-butyl ester]-N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine-t-butyl ester}-(3β,20β)-11-oxo-olean-12-en-30-carboxylic acid (927190-20-3) → 3-O-{2-O-[N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine]-N-(β-D-glucopyranosyluronoyl)-Nε-(Z)-L-lysine}-(3β,20β)-11-oxo-olean-12-en-30-oic acid

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 - 22 ℃; for 1h;

DOI:10.1007/s10600-006-0210-7

upstream raw materials:

glycyrrizhin

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

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