50827-64-0

Upstream product

• 1760-80-1 2-methoxy-3-methylbenzene-1,4-diol 
• 77-78-1 dimethyl sulfate 
• 133129-56-3 1,2-dimethoxy-4-(methoxymethoxy)benzene 
• 1376220-15-3 (3,4-dimethoxy-2-methylphenoxy)methyl methyl ether 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 72796-26-0 (3,4-Dimethoxyphenoxy)methyl Ethyl Ether 
• 2033-89-8 3,4-dimethoxyphenol 
• 72796-27-1 (3,4-Dimethoxy-2-methylphenoxy)methyl Ethyl Ether 

Downstream Products

• 1308721-86-9 2-hydroxy-3-methyl-4,5-dimethoxybenzaldehyde 
• 1308721-94-9 1,4-diacetyl-3-[(4,5-dimethoxy-2-methoxymethoxy-3-methylphenyl)methyl]piperazine-2,5-dione 
• 1308722-20-4 4,5-dimethoxy-3-methyl-2-[(4-methylphenylsulfonyl)oxy]benzaldehyde 
• 1308721-97-2 (3Z)-1-acetyl-6-[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenylmethyl]-3-{[4,5-dimethoxy-3-methyl-2-(4-methylphenylsulfonyloxy)phenyl]methylene}piperazine-2,5-dione 
• 1308721-98-3 (3Z)-1-isopropyloxycarbonyl-6-[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenylmethyl]-3-[[4,5-dimethoxy-3-methyl-2-(4-methylphenylsulfonyloxy)phenyl]methylene]-4-(4-methoxyphenylmethyl)piperazine-2,5-dione 
• 1308721-90-5 4,5-dimethoxy-2-(methoxymethoxy)-3-methylbenzaldehyde 
• 1308721-92-7 (3Z)-1-acetyl-3-[[4,5-dimethoxy-2-(methoxymethoxy)-3-methylphenyl]methylene]piperazine-2,5-dione 

Relevant academic research and scientific papers

Chemistry of renieramycins. Part 12: An improved total synthesis of (±)-renieramycin G

An improved total synthesis of (±)-renieramycin G (1g) from readily available 2-hydroxy-3-methyl-4,5-dimethoxybenzaldehyde (7) in 21 steps (6.3% overall yield) is described. The synthesis features the concise construction of a pentacyclic framework using the stereoselective Pictet-Spengler type cyclization reaction of lactam (25) with ethyl diethoxyacetate, followed by the base-catalyzed epimerization of the C-1 stereo center of aldehyde (30a). The results of cytotoxicity studies are also presented.

Chemistry of renieramycins. Part 9: Stereocontrolled total synthesis of (±)-renieramycin G

A 25-step stereocontrolled total synthesis of (±)-renieramycin G (1g) from readily available 2-hydroxy-3-methyl-4,5-dimethoxybenzaldehyde (3) is described. This synthesis features the concise construction of the pentacyclic framework using the stereoselective Pictet-Spengler type cyclization reaction of lactam (14) with ethyl diethoxyacetate, followed by the base-catalyzed isomerization of the C-1 stereo center.

Sporolide B: Synthetic studies

Studies directed toward the synthesis of the architecturally complex marine natural product sporolide B are described. Synthetic analysis suggested advanced hydroquinone and benzodiquinane fragments, which upon elaboration were successfully united via an

Synthesis of various model compounds for the central tricyclic ring system of popolophuanone E

An efficient synthesis of various model compounds 4a-e for the tricyclic core of popolophuanone E (1), a novel marine natural product, was accomplished; the method features highly regioselective annulation of the phenols 5a-e with the 2,3-dichloro-1,4-benzoquinones 7, 7c-e. Preliminary studies definitely demonstrated the feasibility of our designed synthetic strategy for 1 (the phenolic subunit I + the quinone subunit II → 1).

Regiospecific Nucleophilic Aromatic Substitution: Conjugate Addition of Active Methylene Compounds to Quinone Monoacetals and Aromatization of the Adducts

Diethyl malonate adds to a variety of quinone monoacetals in a Michael reaction; acid-catalyzed loss of methanol and enolization converts the adducts to hydroquinone monoethers substituted ortho to the alkoxy substituent.The same sequence applied to ethyl