142632-33-5

Basic information

• Product Name: calanolide B
• Synonyms: calanolide B
• CAS NO: 142632-33-5
• Molecular Formula: C22H26O5
• Molecular Weight: 370.442
• Mol File: 142632-33-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 514.8°Cat760mmHg
• Flash Point: 177.2°C
• Appearance: /
• Density: 1.181g/cm³
• Vapor Pressure: 2E-11mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: calanolide B(CAS DataBase Reference)
• NIST Chemistry Reference: calanolide B(142632-33-5)
• EPA Substance Registry System: calanolide B(142632-33-5)

Safety Data

• Hazardous Substances Data: 142632-33-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12-,18-/m1/s1

Upstream product

• 107-86-8 3,3-dimethyl acrylaldehyde 
• 685844-44-4 5-hydroxy-8,9-dimethyl-4-propyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 
• 121-44-8 triethylamine 
• 163595-62-8 (-)-(10R,11R,12R)-12-tert-Butyldimethylsilyloxy-6,6,10,11-tetramethyl-4-propyl-6,10,11,12-tetrahydrodipyrano[2,3-f;2', 3'-h]chromen-2-one 
• 185339-28-0 5-Hydroxy-6-((2R,3R)-3-hydroxy-2-methyl-butyryl)-2,2-dimethyl-10-propyl-2H-pyrano[2,3-f]chromen-8-one 
• 185339-26-8 5-Hydroxy-6-((2R,3S)-3-hydroxy-2-methyl-butyryl)-2,2-dimethyl-10-propyl-2H-pyrano[2,3-f]chromen-8-one 
• 166983-61-5 HI-D₁₂ 
• 334881-61-7 (8R,9S)-8,9-dihydro-8,9-dimethyl-5-methoxy-4-propyl-2H,10H-benzo[1,2-b;5,6-b']dipyran-2,10-dione 
• 183904-55-4 HI-D₈₆ 

Relevant articles and documents

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

Calanolide analogues and methods of their use

Calanolide analogues that demonstrate potent antiviral activity against many viruses are provided. Also provided is a method of using calanolide analogues for treating or preventing viral infections. The calanolide analogues provided are obtained via syntheses employing chromene 4 and chromanone 7 as key intermediates.

Synthesis of optically active calanolides A and B and enantiomers and related compounds

A method of synthesis of the four optically active stereoisomers of calanolide A and B which produces the compounds in high yields and in a high degree of purity.