88899-60-9

Basic information

• Product Name: solanapyrone B
• Synonyms: solanapyrone B;(3S)-3α-Methyl-3,4,4aβ,5,6,7,8,8aβ-octahydro-4β-[2-oxo-3-(hydroxymethyl)-4-methoxy-2H-pyran-6-yl]naphthalene;3-(Hydroxymethyl)-4-methoxy-6-(2β-methyl-1,2,4aα,5,6,7,8,8aα-octahydronaphthalene-1α-yl)-2H-pyran-2-one;3-(Hydroxymethyl)-4-methoxy-6-[(1R)-1,2,4aα,5,6,7,8,8aα-octahydro-2β-methylnaphthalen-1α-yl]-2H-pyran-2-one
• CAS NO: 88899-60-9
• Molecular Formula: C18H24O4
• Molecular Weight: 304.38
• Mol File: 88899-60-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 500.6°C at 760 mmHg
• Flash Point: 181°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 4.05E-12mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: solanapyrone B(CAS DataBase Reference)
• NIST Chemistry Reference: solanapyrone B(88899-60-9)
• EPA Substance Registry System: solanapyrone B(88899-60-9)

Safety Data

• Hazardous Substances Data: 88899-60-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H24O4/c1-11-7-8-12-5-3-4-6-13(12)17(11)16-9-15(21-2)14(10-19)18(20)22-16/h7-9,11-13,17,19H,3-6,10H2,1-2H3/t11-,12+,13?,17+/m0/s1

Downstream Products

• 88899-61-0 solanopyrone A 
• 88899-61-0 (-)-solanapyrone A 

Relevant articles and documents

Total synthesis of (-)-solanapyrone A via enzymatic Diels-Alder reaction of prosolanapyrone

The syntheses of prosolanapyrones I (6) and II (7) via the aldol reactions of pyrone and dienal segments have been achieved in five steps in 31% overall yield for 6 and seven steps in 5% overall yield for 7. An improved synthetic route starting from vinylpyrone 27 provided 7 in 11 steps in 12% overall yield. The enzymatic Diels-Alder reaction of 7 affords (-)- solanapyrone A (1) with high enantioselectivity and with good exo- selectivity, which is difficult to attain by chemical methods. In addition, a crude enzyme preparation from Alternaria solani has been used to perform a kinetic resolution of (±)-3.