98449-39-9

Basic information

• Product Name: cordatolide A
• Synonyms: cordatolide A
• CAS NO: 98449-39-9
• Molecular Formula: C20H22O5
• Molecular Weight: 342.38568
• Mol File: 98449-39-9.mol

Chemical Properties

• Boiling Point: 493.9°Cat760mmHg
• Flash Point: 174.8°C
• Appearance: /
• Density: 1.224g/cm³
• CAS DataBase Reference: cordatolide A(CAS DataBase Reference)
• NIST Chemistry Reference: cordatolide A(98449-39-9)
• EPA Substance Registry System: cordatolide A(98449-39-9)

Safety Data

• Hazardous Substances Data: 98449-39-9(Hazardous Substances Data)

Upstream product

• 172805-15-1 6-(2-Bromo-2-methylbutanoyl)-5-methoxy-2,2,10-trimethyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 172805-20-8 5-Hydroxy-2,2,10-trimethyl-6-<(E)-2-methylbut-2-enoyl>-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 98479-90-4 oblongulide 
• 161633-71-2 5-Methoxy-2,2,10-trimethyl-6-(2-methylbutanoyl)-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 172805-10-6 5-Hydroxy-2,2,10-trimethyl-6-(2-methylbutanoyl)-2H,8H-benzo<1,2-b:3,4-b'>dipyran-8-one 
• 31525-67-4 dimethylacetal of 3-methyl-3-hydroxybutyraldehyde 
• 1015410-88-4 C₃₂H₄₂O₇ 

Relevant articles and documents

Chemical resolution of (±)-calanolide A, (±)-cordatolide A and their 11-demethyl analogues

The chemical resolution of (±)-calanolide A and (±)-cordatolide A into their corresponding optically active enantiomers is described. Their inhibitory activities against HIV-1 are tested in vitro.

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.

TRITERPENOIDS AND cOUMARINS FROM THE LEAVES OF CALOPHYLLUM CORDATO-OBLONGUM

Key Word Index - Calophyllum cordato-oblongum; Guttiferae; leaves; 28-hydroxy-D:A-friedo-oleanan-3-one; canophyllol; cordatolide A; cordatolide B; oblongulide; pyranocoumarins. - The hot light petrol extractives of the leaves of Calophyllum cordato-oblongum gave D:A-friedo-oleanan-3-one, 28-hydroxy-D:A-friedo-oleanan-3-one (canophyllol) and three new coumarins: cordatolides A and B and oblongulide.