521-54-0

Basic information

• Product Name: galbulin
• Synonyms: galbulin;(1S)-1α-(3,4-Dimethoxyphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2β,3α-dimethylnaphthalene;1α-(3,4-Dimethoxyphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2β,3α-dimethylnaphthalene
• CAS NO: 521-54-0
• Molecular Formula: C₂₂H₂₈O₄
• Molecular Weight: 356.45532
• Mol File: 521-54-0.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 455.3°Cat760mmHg
• Flash Point: 114.8°C
• Appearance: /
• Density: 1.059g/cm³
• Vapor Pressure: 4.81E-08mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: galbulin(CAS DataBase Reference)
• NIST Chemistry Reference: galbulin(521-54-0)
• EPA Substance Registry System: galbulin(521-54-0)

Safety Data

• Hazardous Substances Data: 521-54-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H28O4/c1-13-9-16-11-20(25-5)21(26-6)12-17(16)22(14(13)2)15-7-8-18(23-3)19(10-15)24-4/h7-8,10-14,22H,9H2,1-6H3/t13-,14+,22+/m1/s1

Upstream product

• 59527-55-8 ditosylisolariciresinol dimethyl ether 
• 78178-23-1 dimesylisolariciresinol dimethyl ether 
• 528-63-2 veraguensin 
• 25488-59-9 dimethylmatairesinol 
• 1373333-26-6 (R)-4-benzyl-3-(3-(3,4-dimethoxyphenyl)propanoyl)-oxazolidin-2-one 
• 59527-55-8 ditosyl-β-conidendreol dimethyl ether 
• 25253-30-9 β-conidendrin dimethyl ether 
• 24150-24-1 terameprocol 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 91-16-7 1,2-dimethoxybenzene 
• 66510-81-4 (+)-dimethyl-β-conidendryl alcohol 

Downstream Products

• 56433-91-1 (1R,2S,3R)-5-Bromo-1-(2-bromo-4,5-dimethoxy-phenyl)-6,7-dimethoxy-2,3-dimethyl-1,2,3,4-tetrahydro-naphthalene 
• 6399-14-0 4α-(3,4-dimethoxyphenyl)-2α,3β-dimethyl-6,7-dimethoxy-1-tetralone 
• 5811-91-6 1-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-2,3-dimethyl-naphthalene 
• 56433-90-0 6'-Bromogalbulin 

Relevant articles and documents

NEOLIGNANS FROM NECTANDRA PUBERULA

The trunk wood of Nectandra puberula was found to contain 1,6-geranylgeranodioic acid besides five neoligands, the known veraguensin and the novel 7-hydroxy- and 7-oxo-3,4,3',4'-tetraoxy-8,8'-neolignans, all with the (8S,8'R-)-absolute configuration. Key Word Index--Nectandra puberula; Lauraceae; geranylgeranodioic acid; neolignans; diaryldimethyl-n-butanones.

Efficient Total Synthesis of (±)-Isoguaiacin and (±)-Isogalbulin

1-Arylnaphthalene lignans such as (-)-isoguaiacin and (-)-isogalbulin have been reported to exhibit notable biological properties. While (-)-isoguaiacin has not been previously synthesized, syntheses of (-)-isogalbulin are generally long and produce a mixture of stereoisomers. We herein present the efficient total synthesis of (±)-isoguaiacin and (±)-isogalbulin in seven and eight steps with an overall yield of 46% and 36%, respectively. The reported approach harnesses a hydrogenolysis reaction in acidic conditions, to convert a furan into an arylnaphthalen structure.

Collective synthesis of several 2,7′-cyclolignans and their correlation by chemical transformations

Collective synthesis of anti-malarial 2,7′-cyclolignans has been stereoselectively achieved employing (±)-cyclogalgravin (2) as a linchpin through a series of functional group conversions, including redox reactions. Interestingly, 2 can be correlated with