10219-82-6

Upstream product

• 104-01-8 4-Methoxyphenylacetic acid 
• 10064-10-5 6-methoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-ol 
• 38011-83-5 trans-1-(4,8-dimethylnona-3,7-dien-1-yl)-4-methoxybenzene 
• 106-24-1 Geraniol 
• 60699-32-3 (E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate 
• 64158-64-1 (+/-)-6-Acetoxy-12-methoxy-abieta-5,8,11,13-tetraen-7-on 
• 105401-95-4 3-isopropyl-4-methoxy-benzoic acid methyl ester 
• 31816-29-2 4-Methoxy-3-isopropylbenzyl alcohol 
• 10244-80-1 (4aRS,8aSR)-3,4,4a,5,6,7,8,8a-octahydro-4a,8,8-trimethylnaphthalen-2(1H)-one 
• 875254-73-2 1-(2-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl)-ethanone 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 32301-81-8 (+/-)-12-Methoxy-5α-podocarpatrienon-(7) 

Downstream Products

• 511-05-7 sugiol 
• 19026-31-4 taxodione 

Relevant academic research and scientific papers

Novel domino reactions for diterpene synthesis

New types of concerted domino acylation-cycloalkylation/alkylation- cycloacylation reactions have been described. These processes promoted by methanesulfonic acid-phosphorus pentoxide and concentrated H2SO 4, respectively, provide efficient, elegant, and expeditious routes for biologically active naturally occurring diterpenoids, namely (±)-ferruginol (1), (±)-nimbidiol (2), (±)-nimbiol (3), (±)-totarol (4), and ar-abietatriene (5).

(+/-)-ferruginol analogs and preparation method thereof, and applications of (+/-)-ferruginol analogs in preparation of antibacterial drugs

The present invention discloses (+/-)-ferruginol analogs represented by formulas (I) and (II), and a preparation method thereof, wherein a tricyclic diterpene analog (1) is used as a raw material, andesterification, acylation, oxidation, reduction, dehydroxylation, deprotection, dehydration, halogenation, demethylation and other reactions are performed to obtain the (+/-)-ferruginol analogs represented by the formulas (I) and (II). The invention further discloses a total synthesis method of (+/-)-ferruginol, wherein a compound (16b) as a raw material and a Grignard reagent are subjected to aGrignard reaction, and a dehydroxylation reaction and a demethylation reaction are performed to obtain the (+/-)-ferruginol. According to the present invention, the prepared (+/-)-ferruginol analogs represented by the formulas (I) and (II) have significant antibacterial activity and can be potentially used for the preparation of antibacterial drugs. The formulas (I) and (II) are defined in the specification.

Synthesis of (+)- and (-)-ferruginol via asymmetric cyclization of a polyene

Stereoselectivity of modified polyenes which have a terminal benzene ring was found to be dependent on the size of substituent on the adjacent asymmetric carbon to the terminal benzene ring of the polyenes. (R)-(+)-2′-Hydroxy-1,1′-binaphthyl-2-yl(2R)-2-(4-methoxyphenyl)-5,9- dimethyldeca-4,8-dienoate gave(R)-(+)-2′-hydroxy-1,1′-binaphthyl-2-yl (4aS,9 R, 10aS)-1,2,3,4,4a,9,10,10a-octahydro-6-methoxy-1,1,4a-trimethylphenanthene-9- carboxylate stereoselectively by treatment with BF3-Et2O in nitromethane. The products were elaborated to (+)-ferruginol 1. (-)-Ferruginol 2 and (±)-ferruginol 3 were also synthesized via a similar synthetic route. The Royal Society of Chemistry 2000.

AN EXPEDITIOUS TOTAL SYNTHESIS OF (+/-)-SEMPERVIROL, (+/-)-SUGIOL AND (+/-)-XANTHOPHEROL METHYL ETHER BY ACID-CATALYZED CYCLIALKYLATION ROUTE

An expeditious total synthesis of (+/-)-sempervirol (7), (+/-)-sugiol (8), and (+/-)-xanthopherol methyl ether (9) by extension of a simple general route is described.The stereochemical results of the cyclialkylation of 2-(2-p) and (2-m-isopropylphenyleth