109765-52-8

Upstream product

• 4460-86-0 asaraldehyde 
• 14382-91-3 2-hydroxy-4,5-dimethoxybenzaldehyde 

Downstream Products

• 905291-20-5 C₂₃H₃₃BrO₄ 
• 905291-19-2 C₂₆H₄₁BrO₄Si 
• 109765-54-0 3-bromo-6-chloro-4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione 
• 108232-95-7 3-bromo-4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione 
• 874194-38-4 [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-4,5-dimethoxy-phenyl]-methanol 
• 905291-15-8 3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-4,5-dimethoxy-benzaldehyde 
• 109765-53-9 3-bromo-1,2-dihydroxy-4,5-dimethoxybenzene 

Relevant academic research and scientific papers

Efficient synthesis of key intermediate toward liphagal synthesis

Liphagal (A) is a very potent and selective inhibitor of PI3K (p110) and is under development for an oncolytic drug. We herein report the new and concise synthesis of key intermediates (7, 8), which have been used for liphagal synthesis and will be useful

Cu-Mn spinel oxide catalyzed regioselective halogenation of phenols and N-heteroarenes

A novel simple, mild chemo- and regioselective method has been developed for the halogenation of phenols using Cu-Mn spinel oxide as a catalyst and N-halosuccinimide as halogenating agent. In the presence of Cu-Mn spinel oxide B, both electron-withdrawing and electron-donating groups bearing phenols gave monohalogenated products in good to excellent yields with highest para-selectivity. The para-substituted phenol gave monohalogenated product with good yield and ortho-selectivity. N-Heteroarenes such as indoles and imidazoles also gave monohalogenated products with high selectivity. Unlike the copper-catalyzed halogenation, the present method works well with electron-withdrawing group bearing phenols and gives comparatively better yields and selectivity. The Cu-Mn spinel catalyst is robust and reused three times under optimized conditions without any loss in catalytic activity. Nonphenolics did not undergo this transformation.

Synthesis of phosphatidylinositol 3-kinase (PI3K) inhibitory analogues of the sponge meroterpenoid liphagal

Analogues of the sponge meroterpenoid liphagal (1) have been synthesized and evaluated for inhibition of PI3Kα and PI3Kα as part of a program aimed at developing new isoform-selective PI3K inhibitors. One of the analogues, compound 24, with IC50/sub

A concise synthesis of the bioactive meroterpenoid natural product (±)-liphagal, a potent PI3K inhibitor

A short, diversity-oriented synthesis that follows a biomimetic route to the marine natural product liphagal, from a commercially available building block, is delineated.

Liphagal, a selective inhibitor of PI3 kinase α isolated from the sponge Aka coralliphaga: Structure elucidation and biomimetic synthesis

Liphagal (1), a selective inhibitor of PI3K α, has been isolated from the marine sponge Aka coralliphaga collected in Dominica. The "liphagane" meroterpenoid carbon skeleton of liphagal (1) is new. A biomimetic total synthesis has been used to confirm the

MEROTERPENOID INHIBITORS OF PHOSPHOINOSITIDE 3 KINASE (PI3K)

Compounds with unique liphagane meroterpenoid carbon skeleton are described (structures I, II, III) together with pharmaceutical compositions and their use. A method of inhibiting the activity of phosphoinositide 3 kinase (PBK) is disclosed. In particular

Synthesis of Halodimethoxy-1,2-benzoquinones

Syntheses of a large number of halodimethoxy-1,2-benzoquinones are described.A key reaction in these syntheses is the chlorination of methoxy-1,2-benzoquinones upon treatment with tert-butyl hypochlorite.