135626-42-5

Basic information

• Product Name: 1,3,4-trimethoxy-5-methyl-2-(propan-2-yl)benzene
• CAS NO: 135626-42-5
• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.2961
• Mol File: 135626-42-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 322.4°C at 760 mmHg
• Flash Point: 107.9°C
• Density: 0.984g/cm³
• Vapor Pressure: 0.000529mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: 1,3,4-trimethoxy-5-methyl-2-(propan-2-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-trimethoxy-5-methyl-2-(propan-2-yl)benzene(135626-42-5)
• EPA Substance Registry System: 1,3,4-trimethoxy-5-methyl-2-(propan-2-yl)benzene(135626-42-5)

Safety Data

• Hazardous Substances Data: 135626-42-5(Hazardous Substances Data)

Upstream product

• 557-93-7 2-bromoprop-1-ene 
• 109283-62-7 3-methoxy-4-(1-methylethyl)-3-cyclobutene-1,2-dione 
• 74-88-4 methyl iodide 
• 38790-14-6 1,2,5-trimethoxy-3-methylbenzene 
• 132473-90-6 3,4-dimethoxy-5-methyl-2-(1-methylethyl)phenol 
• 333-27-7 methyl trifluoromethanesulfonate 
• 156723-06-7 4-(1-methylethyl)-2,3,5-trimethoxyphenylmethyl alcohol 
• 144707-39-1 1,3-Dimethoxy-4-hydroxy-2-isopropylbenzene 
• 914618-38-5 6-(hydroxymethyl)-3-isopropyl-2,4-dimethoxyphenol 
• 914618-39-6 1-(iodomethyl)-4-isopropyl-2,3,5-trimethoxybenzene 

Downstream Products

• 1035991-86-6 2-isopropyl-1,3,4-trimethoxy-5-methylbenzene 
• 4586-59-8 3-hydroxy-2-isopropyl-5-methyl-[1,4]benzoquinone 

Relevant articles and documents

Asymmetric Total Synthesis and Biosynthetic Implications of Perovskones, Hydrangenone, and Hydrangenone B

Perovskones and hydrangenones are a family of structurally complex triterpenoids that were mainly isolated from the genus Salvia medicinal plants. These isoprenoids exhibit a broad range of biological activities, such as antitumor and antiplasmodial activities. Here, we report the collective total synthesis of perovskone, perovskones C, D, F, hydrangenone, and hydrangenone B. The key strategies in this work include the following: (1) an asymmetric photoenolization/Diels-Alder reaction was developed to construct a tricyclic ring bearing three contiguous quaternary centers, which was used to build the core icetexane skeleton; (2) a bioinspired Diels-Alder reaction of perovskatone D with trans-α-ocimene was applied to stereospecifically generate perovskones; (3) late-stage oxidations and ring forming steps were developed to synthesize perovskones and hydrangenones. Our synthetic work suggests that (1) perovskatone D may serve as the precursor of the biosynthesis of perovskones and (2) the formation of hydrangenone and hydrangenone B, containing a five-membered D ring, may involve an oxidative ring cleavage and ring regeneration process.

A Rh(II)-catalyzed cycloaddition approach toward the synthesis of komaroviquinone

Using a rhodium(II)-catalyzed cyclization/cycloaddition sequence as the key reaction step, the icetexane core of komaroviquinone was constructed by an intramolecular dipolar-cycloaddition of a carbonyl ylide dipole across a tethered π-bond. The ylide was arrived at by cyclization of a rhodium carbenoid intermediate onto a proximal ester group. Efforts toward the preparation of the required precursor for elaboration to the natural product are discussed.