41135-08-4

Upstream product

• 107-86-8 3,3-dimethyl acrylaldehyde 
• 685844-45-5 (8R,9R)-5-Hydroxy-8,9-dimethyl-4-phenyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 
• 172805-13-9 6-(2-Bromo-2-methylbutanoyl)-5-methoxy-2,2-dimethyl-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 161633-70-1 5-Methoxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 172805-18-4 5-Hydroxy-2,2-dimethyl-6-<(E)-2-methylbut-2-enoyl>-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 548-27-6 calophyllolide 
• 98192-65-5 5,7-Dihydroxy-8-(2-methylbutanoyl)-4-phenyl-2H-chromen-2-one 
• 31525-67-4 dimethylacetal of 3-methyl-3-hydroxybutyraldehyde 
• 5302-74-9 mammea A/BB cyclo D 
• 548-28-7 (+/-)-Inophyllum C 
• 685844-48-8 (8R,9S)-5-Hydroxy-8,9-dimethyl-4-phenyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 
• 680575-77-3 (8R,9S)-8,9-dihydro-8,9-dimethyl-5-methoxy-4-phenyl-2H,10H-benzo[1,2-b;5,6-b']dipyran-2,10-dione 
• 17312-30-0 (10R,11R)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione 
• 17312-31-1 (10R,11S)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione 

Downstream Products

• 17312-31-1 (10R,11S)-10,11-dihydro-4-phenyl-6,6,10,11-tetramethyl-2H,6H,12H-benzo[1,2-b;3,4-b';5,6-b'']tripyran-2,12-dione 

Relevant academic research and scientific papers

New coumarins and triterpenes from Calophyllum inophyllum

Four new coumarins, 1-4, and two new triterpenes, 5 and 6, along with nine known compounds have been identified from the leaves of Calophyllum inophyllum on the basis of spectroscopic analyses and chemical methods. The structure of apetalolide (7), previously reported from C. apetalum, was revised by means of 2D-NMR, and the absolute configuration of the known compound inophyllum D (8) was established by a modified Mosher's method.

Concise Synthesis of Anti-HIV-1 Active (+)-Inophyllum B and (+)-Calanolide A by Application of (-)-Quinine-Catalyzed Intramolecular Oxo-Michael Addition

(-)-Quinine-catalyzed intramolecular oxo-Michael addition (IMA) of 7-hydroxy-5-methoxy-8-tigloylcoumarins was developed for the enantioselective construction of 2,3-dimethyl-4-chromanone systems in the context of the asymmetric synthesis of anti-HIV-1 act

Synthesis of the Calophyllum coumarins. Part 2

Synthetic routes leading to the synthesis of the natural 4-phenyl, 4-propyl and 4-methyl coumarins isolated from Calophyllum sp. are presented. 4-Aryl or -alkyl, 8- and 6-acyl 5,7-dihydroxy coumarins were chromenylated and then methylated at the 5 or 7 positions.A 4-step hydrobromination-bromination-double dehydrobromination sequence converted the 2-methylbutanoyl side chain into the (E)-2-methylbut-2-enoyl (tigloyl) group to give calophyllolide, oblongulide, their natural 4-propyl analogue and the corresponding regioisomers.Demethylation and cyclisation of the tigloyl group gave inophyllums C and E, tomentolides A and B, and calanolide D.Sodium boranuide reduction of the 2,3-dimethylchromanone ring afforded inophyllums A, B, D and P, soulattrolide, calanolides A-C, costatolide, and cordatolides A and B.The structures of calanolides C and D, oblongulide and apetatolide have been reassigned.The previously unknown stereochemistry about the 2,3-dimethylchromanone ring of tomentolides A and B has been established as trans.

The Inophyllums, Novel Inhibitors of HIV-1 Reverse Transcriptase Isolated from the Malaysian Tree, Calophyllum inophyllum Linn

As part of a search for novel inhibitors of HIV-1 reverse transcriptase, the acetone extract of the giant African snail, Achatina fulica, was shown to be active. Fractionation of the extract yielded inophyllums A, B, C, and E and calophylloide (1a, 2a, 3a