107882-25-7

Basic information

• Product Name: (1R,2R)-1,2-dihydroxy-6-methoxy-3,3,12-trimethyl-1,2,3,12-tetrahydro-7H-pyrano[2,3-c]acridin-7-one
• Synonyms: 7H-Pyrano(2,3-c)acridin-7-one, 1,2,3,12-tetrahydro-1,2-dihydroxy-6-methoxy-3,3,12-trimethyl-, (1R,2R)-; 7H-pyrano[2,3-c]acridin-7-one, 1,2,3,12-tetrahydro-1,2-dihydroxy-6-methoxy-3,3,12-trimethyl-, (1R,2R)-
• CAS NO: 107882-25-7
• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.3844
• Mol File: 107882-25-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 565.5°C at 760 mmHg
• Flash Point: 295.8°C
• Density: 1.326g/cm³
• Vapor Pressure: 1.25E-13mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: (1R,2R)-1,2-dihydroxy-6-methoxy-3,3,12-trimethyl-1,2,3,12-tetrahydro-7H-pyrano[2,3-c]acridin-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-1,2-dihydroxy-6-methoxy-3,3,12-trimethyl-1,2,3,12-tetrahydro-7H-pyrano[2,3-c]acridin-7-one(107882-25-7)
• EPA Substance Registry System: (1R,2R)-1,2-dihydroxy-6-methoxy-3,3,12-trimethyl-1,2,3,12-tetrahydro-7H-pyrano[2,3-c]acridin-7-one(107882-25-7)

Safety Data

• Hazardous Substances Data: 107882-25-7(Hazardous Substances Data)

Upstream product

• 7008-42-6 acronine 

Relevant articles and documents

Chiral dihydroxylation of acronycine: Absolute configuration of natural cis-1,2-dihydroxy-1,2-dihydroacronycine and cytotoxicity of (1R,2R)- and (1S,2S)-1,2-diacetoxy-1,2-dihydroacronycine

Sharpless asymmetric dihydroxylation of acronycine (1) gave (1R,2R)- 1,2-dihydroxy-1,2-dihydroacronycine (2) and (1S,2S)-1,2-dihydroxy-1,2- dihydroacronycine (3), which allowed determination of the absolute configuration of natural cis-1,2-dihydroxy-1,2-dihydroacronycine as 1R,2R. The cis isomer had been previously isolated from various Sarcomelicope species. Benzylic reduction of isomers 2 and 3 gave the alcohols 4 (2R) and 5 (2S), respectively. Acetylation of 2 and 3 afforded the corresponding esters 6 and 7. No significant difference of cytotoxicity was observed between these (1R,2R)- and (1S,2S)-enantiomers and the recently described, highly active racemic cis-1,2-diacetoxy-1,2-dihydroacronycine, when tested against L-1210 cells in vitro.