51984-75-9

Basic information

• Product Name: benzyl (2S,4aR,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
• Synonyms: benzyl glycyrrhetate;3β-hydroxy-11-oxo-18β-olean-12-en-30-oic acid benzyl ester;benzyl (20β)-3β-hydroxy-12-oxoolean-12-en-29-oate;30-benzyl-18β-glycyrrhetic acid;benzyl (3β) 3-hydroxy-11-oxo-olean-12-en-30-oate;benzyl 3β-hydroxy-11-oxo-olean-12-en-30-oate;(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-Hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-picene-2-carboxylic acid benzyl ester
• CAS NO: 51984-75-9
• Molecular Formula: C₃₇H₅₂O₄
• Molecular Weight: 560.817
• Mol File: 51984-75-9.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: benzyl (2S,4aR,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (2S,4aR,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate(51984-75-9)
• EPA Substance Registry System: benzyl (2S,4aR,6aS,6aS,6bR,8aS,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate(51984-75-9)

Safety Data

• Hazardous Substances Data: 51984-75-9(Hazardous Substances Data)

Upstream product

• 471-53-4 enoxolone 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 83896-44-0 glycyrrizhin 
• 6738-17-6 O-benzyl-N,N'-dicyclohexylisourea 
• 87918-95-4 6',6'',30-tribenzyl-18β-glycyrrhizin 

Downstream Products

• 127290-97-5 benzyl 3-O-(methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate))-18β-glycyrrhetinate 
• 203504-00-1 benzyl 3β-(Boc-glycyloxy)-11-oxo-olean-12-en-30-oate 
• 1258266-67-9 benzyl 3β-(Boc-L-alanyloxy)-11-oxo-olean-12-en-30-oate 
• 1258266-91-9 benzyl 3β-(Boc-β-alanyloxy)-11-oxo-olean-12-en-30-oate 
• 1345513-34-9 benzyl (3β)-3-([N-(3-aminopropyl)glycyl]oxy)-11-oxo-olean-12-en-30-oate 
• 1321990-56-0 3,11-dioxo-18β-oleanane-12-ene-30-carboxylic acid benzyl ester 
• 34096-83-8 1-(18β-glycyrrhet-3-yl)-β-D-glucopyranuronic acid 

Relevant articles and documents

One-pot synthesis of glycyrrhetic acid polyglycosides based on grafting-from method using cyclic sulfite

Glycyrrhetic acid polyglycosides were synthesized in one-pot via cationic ring-opening condensation polymerization of cyclic sulfite (4) initiated by glycyrrhetic acid as an aglycon. Sulfite 4 worked as a practical monomer for the preparation of (1?→?2)-linked polysaccharide skeletons. The chemical stability of 4 was evaluated by the comparison of thermodynamic parameters with those of conventional epoxide (2). The grafting reaction of 4 from glycyrrhetic acid (5) was performed in the presence of TfOH and MS 3A in CH2Cl2at room temperature. The polymerization degree was moderately controllable by the change of feed ratio of initiator.

TERPINOID DERIVATIVES AND USES THEREOF

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Chemical synthesis method of glycyrrtinic acid 3-O-mono-beta-D-glucuronide (GAMG)

The invention discloses a chemical synthesis method of glycyrrtinic acid 3-O-mono-beta-D-glucuronide (GAMG), and belongs to the fields of organic synthesis, medicinal chemistry, and food science. Abundant and cheap glycyrrhetinic acid is taken as the primary raw material, and GAMG is simply and easily synthesized by following five steps: carboxyl to benzyl ester conversion, glycosidation between C3 hydroxyl groups and a fully benzoylated methyl glucuronate glycosyl donor, methyl removal, benzoyl removal, and benzyl removal. The raw materials and reagents are cheap, the reaction conditions aremild, the operation is simple, the yield is good, and the GAMG chemical synthesis method is feasible.