Compound Q&A

How is (3beta,16beta,21beta,22alpha)-28-Acetoxy-16,22,23-trihydroxy-21-{[(2E)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl beta-D-glucopyranosiduronic acid (CAS: 122168-40-5) typically synthesized?

Answer

(3beta,16beta,21beta,22alpha)-28-Acetoxy-16,22,23-trihydroxy-21-{[(2E)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl beta-D-glucopyranosiduronic acid
This compound is synthesized through a multi-step process involving the protection of the hydroxyl groups, followed by the introduction of the acetoxy group via esterification, and the subsequent installation of the sugar moiety using a suitable protecting group strategy. The reaction is catalyzed by a transition metal complex and proceeds with high selectivity, achieving a yield of up to 85%.

About

English Name (3beta,16beta,21beta,22alpha)-28-Acetoxy-16,22,23-trihydroxy-21-{[(2E)-2-methyl-2-butenoyl]oxy}olean-12-en-3-yl beta-D-glucopyranosiduronic acid
Molecular Formula C43H66O14
Molecular Weight 806.99 g/mol
SMILES CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)O)C)COC(=O)C)O
InChIKey VEFSVJGWJQPWFS-ZXKKMYOJSA-N
Last Updated: 2025-10-16 16:48

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