50827-64-0

Upstream product

• 1760-80-1 2-methoxy-3-methylbenzene-1,4-diol 
• 77-78-1 dimethyl sulfate 
• 1376220-15-3 (3,4-dimethoxy-2-methylphenoxy)methyl methyl ether 
• 133129-56-3 1,2-dimethoxy-4-(methoxymethoxy)benzene 
• 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

• 72796-36-2 2-Methyl-3,4,4-trimethoxycyclohexa-2,5-dienone 
• 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.

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

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.

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