6040-30-8

Upstream product

• 559-68-2 Morolic acid 
• 510-30-5 echinocystic acid 
• 107387-66-6 3β-benzoyloxy-28-nor-oleana-12,17-diene 
• 55728-35-3 28-nor olean-12,17-dien-3-one 
• 4339-72-4 (4aS,6aS,6bR,10S,12aR)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid 
• 5092-07-9 Acetic acid (3S,6aR,6bS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,14,14a,14b-octadecahydro-picen-3-yl ester 
• 6153-31-7 (3β)-3-(benzoyloxy)olean-12-en-28-oic acid 
• 251980-61-7 1,1,1-trifluoromethanesulfonic acid (1S,4aR,4bR,7S,8aR,10aR)-1-[2-(2-bromo-4,4-dimethylcyclohex-1-enyl)ethyl]-7-tert-butyldimethylsiloxy-1,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthren-2-yl ester 
• 251980-60-6 (1S,4aR,4bR,7S,8aR,10aR)-1-[2-(2-bromo-4,4-dimethylcyclohex-1-enyl)ethyl]-7-tert-butyldimethylsiloxy-1,4b,8,8,10a-pentamethyldodecahydrophenanthren-2-one 
• 251980-59-3 (15S)-(3Z,7E,11E)-1-(2-bromo-4,4-dimethyl-1-cyclohexenyl)-4-tert-butyldimethylsiloxy-15,16-oxido-3,8,12,16-tetramethyl-3,7,11-pentadecatriene 
• 251980-66-2 2-bromo-1-hydroxymethyl-4,4-dimethyl-1-cyclohexene 
• 251980-58-2 2-bromo-1-(bromomethyl)-4,4-dimethylcyclohex-1-ene 
• 251980-67-3 2-bromo-4,4-dimethylcyclohex-1-ene-1-carbaldehyde 
• 2979-19-3 3,3-dimethylcyclohexanone 

Downstream Products

• 107387-66-6 3β-benzoyloxy-28-nor-oleana-12,17-diene 

Relevant academic research and scientific papers

An exceptionally short and simple enantioselective total synthesis of pentacyclic triterpenes of the β-amyrin family

A new and very direct enantioselective total synthesis of members of the β-amyrin family of pentacyclic triterpenes has been developed starting with acylsilane 5, 2-propenyllithium, and cyclohexenylmethyl bromide 6, which were assembled to form tetraene 7

Preparation of Triterpenoid Diosphenol via Oximinoketone and Structure of Baccatin

Diosphenols of lupane, moretene, β-amyrine and 28-norolean-12,17-diene have been prepared from the corresponding 3-keto compounds via 2-oximino derivatives.The oleanane skeleton of baccatin (I) has been confirmed by transforming it into 2,3-dioxo-28-nor-olean-12,17-dione (IIe).

Oxidative Decarboxylation: Partial Synthesis of Aegiceradienol (nor Echinocystadienol)

3β-Acetoxy olean-12-en-28-oic acid (III) (acetyl oleanolic acid) on oxidative decarboxylation with lead tetraacetate-cupric acetate gave a complex diene mixture (IV) which isomerised on heating with acetic acid-hydrochloric acid to 28-nor olean-12,17-dien-3 β-yl acetate (V) (aegiceradienyl acetate).Hydrolysis of the acetate gave 28-nor olean-12,17-dien-3β-ol(I) (aegiceradienol). 3-Oxo olean-12-en-28-oic acid (oleanonic acid) (VII) on oxidative decarboxylation gave 28-nor olean-12,17-dien-3-one (VI) which on reduction with sodium borohydride gave 28-nor olean-12,17-dien 3β-ol (aegiceradienol).