60188-95-6

Upstream product

• 186581-53-3 diazomethane 
• 95416-25-4 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid 
• 1235-74-1 Methyl dehydroabietate 
• 29461-23-2 15-hydroxydehydroabietic acid methyl ester 
• 107752-10-3 7β,15-dihydroxydehydroabietic acid methyl ester 
• 1740-19-8 dehydroabietic acid 
• 864060-47-9 C₂₁H₂₈O₅ 
• 1235-74-1 methyl dehydroabietate 
• 107752-08-9 7β,15,18-trihydroxyabieta-8,11,13-triene 

Downstream Products

• 95416-25-4 15-hydroxy-7-oxo-8,11,13-abietatrien-18-oic acid 
• 107752-10-3 7β,15-dihydroxydehydroabietic acid methyl ester 
• 120591-55-1 ((1R,4aS,10aR)-7-Methoxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-1-yl)-diphenyl-methanol 

Relevant academic research and scientific papers

Aerobic oxidation of 8,11,13-abietatrienes catalyzed by N-hydroxyphthalimide combined with 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile) and its application to synthesis of naturally occurring diterpenes

Methyl 8,11,13-abietatriene-18-oate (1b) and 7-oxo-8,11,13-abietatrienes 10 and 15 were converted into 15-hydroperoxy-7-oxo-8,11,13-abietatrienes 13 and 16 by aerobic oxidation catalyzed by N-hydroxyphthalimide (NHPI) combined with 2,2′-azobis(4-methoxy-2

New route to 15-hydroxydehydroabietic acid derivatives: Application to the first synthesis of some bioactive abietane and nor-abietane type terpenoids

A new route to 15-hydroxydehydroabietic acid derivatives from abietic acid (11), via abieta-8,13(15)-dien-18-oic acid (12), is reported. Utilizing this, the first synthesis of bioactive terpenes 3, 6, 9 and 10, as well as natural diol 4 and lactones 7-8 was achieved.

Preparation of potential anti-inflammatory agents from dehydroabietic acid

Methyl 16-nor-16-carboxydehydroabietate (22), 16-nor-16- carboxydehydroabietinol acetate (23), methyl 7-keto-16-nor-16- carboxydehydroabietate (29), 16-nor-16-carboxydehydroabietic acid (30), 16- nor-16-carboxydehydroabietinol (31), 7-keto-16-nor-16-carboxydehydroabietic acid (32), methyl 7-hydroxy-16-nor-16-carboxydehydroabietate (33), and 7- hydroxy-16-nor-16-carboxydehydroabietic acid (34) were prepared from dehydroabietic acid. Only 22 and 32 had weak anti-inflammatory activity.

Investigation of the Allergenic Principles from Colophony: Autoxidation, Synthesis, and Sensitization

The autoxidation of abietic acid (1a), levopimaric acid (2a), and dehydroabietic acid (3a) was studied and the compounds 3a as well as (after esterification) 8b, 9b, 10b, 11b (from 1a); 6b (from 2a); and 4b, 5b (from 3a) were isolated for the first time.Some derivatives (6a, 6b, 13b/14b, and 7b) were semi-synthezised.The isolated autoxidation products, the synthetic compounds and some polar fractions of natural colophony were tested for their sensitizing capacity.Compounds 4a, 10b, 16, and 18 as well as the combined polar fraction A-D of colophony show enhanced sensitizing capacity.Methylation of the acids to the ester significantly reduces their activity.Key Words: Resin acids, autoxidation of / Colophony, allergy of / Sensitizing potency

Electrooxidative Functionalizations of Dehydroabietic Acid

Dehydroabietic acid methyl ester (1) was converted into 7-acetoxydehydroabietic acid methyl ester by direct electrooxidation in acetic acid and 7-oxodehydroabietic acid methyl ester by ruthenium dioxide-mediated oxidation.Non-Kolbe type electrodecarboxylation of 1 resulted in the introduction of a double bond into the ring A of 1.