54131-06-5

Upstream product

• 28165-49-3 6-bromoguaiacol 
• 73220-26-5 1-methoxy-2-(methoxymethoxy)benzene 
• 90-05-1 2-methoxy-phenol 
• 1228645-68-8 methyl 5-[2-(tert-butyldimethylsilyloxy)-3-methoxyphenyl]pentanoate 
• 2011-06-5 2-benzyloxy-3-methoxybenzaldehyde 
• 244771-13-9 Ethyl 5-(2'-N,N-diethylcarbamato-3'-methoxyphenyl)pentanoate 
• 244771-11-7 Ethyl 5-(2'-methoxymethoxy-3'-methoxyphenyl)pentanoate 
• 244770-99-8 diethyl-carbamic acid 2-bromo-6-methoxy-phenyl ester 
• 244771-01-5 2-Acetoxy-3-bromo-1-methoxybenzene 
• 244771-00-4 1-bromo-3-methoxy-2-(methoxymethoxy)benzene 
• 85630-19-9 N,N-diethyl-1-carbamyloxy-2-methoxybenzene 
• 244771-15-1 5-(2'-N,N-Diethylcarbamato-3'-methoxyphenyl)pentanoic acid 
• 244771-12-8 Ethyl 5-(2'-acetoxy-3'-methoxyphenyl)pentanoate 
• 244771-14-0 5-(2'-Methoxymethoxy-3'-methoxyphenyl)pentanoic acid 

Relevant academic research and scientific papers

New cytotoxic benzosuberene analogs. Synthesis, molecular modeling and biological evaluation

In this Letter we describe the synthesis and biological evaluation of new benzosuberene analogs with structural modifications on the B-ring. The focus was initially to probe the chemical space around the B-ring C-8 position. This position was readily available for derivatization chemistry using our recently developed new synthesis for this compound class. Furthermore, we describe two new B-ring analogs, one containing a diene and the other a cyclic ether group. Both new analogs show excellent potencies in tumor cell proliferation assays. In addition, we describe molecular modeling studies that provide a binding rationale for reference compound 8 in the colchicine binding site using the known colchicine crystal structure. We also examine whether the cell based potency data obtained with selected new analogs are supported by modeling results.

Synthesis of the antibacterial benzoquinone primin and its water-soluble analogue, primin acid

The biologically active natural product, primin and its water-soluble acid analogue, primin acid are prepared in 34% and 25% overall yields, respectively, from a common intermediate using a Grignard reaction and a Johnson-Claisen rearrangement as the key

New syntheses of the benzoquinone primin and its water-soluble analog primin acid via Heck reactions

The syntheses of primin, 2-methoxy-6-pentylbenzoquinone (1), a major allergen of Primula obconica, and its water-soluble acid analog primin acid (2) are reported. The key steps were ortho-lithiation reactions of protected hydroquinones, palladium coupling (Heck) reactions, and salcomine-catalyzed oxidations of phenols to quinones.