161633-70-1

Basic information

• Product Name: 5-Methoxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one
• Synonyms: 5-Methoxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one
• CAS NO: 161633-70-1
• Molecular Weight: 418.489
• Mol File: 161633-70-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-Methoxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one(161633-70-1)
• EPA Substance Registry System: 5-Methoxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one(161633-70-1)

Safety Data

• Hazardous Substances Data: 161633-70-1(Hazardous Substances Data)

Upstream product

• 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 
• 74-88-4 methyl iodide 

Downstream Products

• 41135-08-4 (+/-)-Inophyllum B 
• 41135-08-4 (+/-)-Inophyllum D 
• 41135-08-4 (+/-)-Inophyllum A 
• 41135-08-4 (10R,11S,12R)-12-Hydroxy-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-6H,10H-dipyrano[2,3-f;2',3'-h]chromen-2-one 
• 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 
• 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 
• 548-28-7 (+/-)-Inophyllum C 

Relevant articles and documents

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.