41135-08-4

Basic information

• Product Name: INOPHYLLUM-D
• Synonyms: INOPHYLLUM-D
• CAS NO: 41135-08-4
• Molecular Formula: C25H24O5
• Molecular Weight: 404.45506
• Mol File: 41135-08-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: INOPHYLLUM-D(CAS DataBase Reference)
• NIST Chemistry Reference: INOPHYLLUM-D(41135-08-4)
• EPA Substance Registry System: INOPHYLLUM-D(41135-08-4)

Safety Data

• Hazardous Substances Data: 41135-08-4(Hazardous Substances Data)

Upstream product

• 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 
• 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 
• 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 
• 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 
• 685844-48-8 (8R,9S)-5-Hydroxy-8,9-dimethyl-4-phenyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 
• 1253976-72-5 (10R,11S,12R)-12-butoxy-11,12-dihydro-6,6,10,11-tetramethyl-4-phenyl-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one 
• 1253976-75-8 (10R,11S,12R)-12-ethoxy-11,12-dihydro-6,6,10,11-tetramethyl-4-phenyl-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one 
• 1255918-45-6 (2R,3R,4R)-3,4,10,10a-tetrahydro-4-hydroxy-2,3,10,10-tetramethyl-8-phenyl-2H,6H,9aH-cyclopropa[4,5]furo[2,3-f]pyrano[2,3-h]chromen-6-one 
• 548-28-7 (+/-)-Inophyllum C 
• 5302-74-9 mammea A/BB cyclo D 
• 31525-67-4 dimethylacetal of 3-methyl-3-hydroxybutyraldehyde 
• 98192-65-5 5,7-Dihydroxy-8-(2-methylbutanoyl)-4-phenyl-2H-chromen-2-one 
• 548-27-6 calophyllolide 

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 articles and documents

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.

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.