181819-59-0

Basic information

• Product Name: (2,3,5,6-tetramethoxyphenyl)methanol
• Synonyms: (2,3,5,6-tetramethoxyphenyl)methanol
• CAS NO: 181819-59-0
• Molecular Weight: 228.245
• Mol File: 181819-59-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2,3,5,6-tetramethoxyphenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2,3,5,6-tetramethoxyphenyl)methanol(181819-59-0)
• EPA Substance Registry System: (2,3,5,6-tetramethoxyphenyl)methanol(181819-59-0)

Safety Data

• Hazardous Substances Data: 181819-59-0(Hazardous Substances Data)

Upstream product

• 2441-46-5 1,2,4,5-tetramethoxybenzene 
• 34602-86-3 2,3,5,6-tetramethoxybenzaldehyde 

Downstream Products

• 1373512-07-2 4-((2-tert-butylphenoxy)methyl)-2,3,5,6-tetramethoxybenzoic acid 
• 1373512-06-1 4-((2-tert-butylphenoxy)methyl)-2,3,5,6-tetramethoxybenzaldehyde 
• 1373512-08-3 allyl 4-((2-tert-butylphenoxy)methyl)-2,3,5,6-tetramethoxyphenylcarbamate 
• 1373512-05-0 3-((2-tert-butylphenoxy)methyl)-1,2,4,5-tetramethoxybenzene 
• 213026-15-4 (1R,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-2-methylene-5-(2-methyl-1,3-dioxolan-2-yl)-naphthalene 
• 213026-14-3 (1S,4aS)-trans-decahydro-1-α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)naphthalene-2-one 
• 213026-16-5 C₂₆H₄₀O₆ 
• 213026-13-2 C₂₅H₃₄O₇ 
• 213026-18-7 (1R,2S,4aS)-trans-decahydro-1α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,2β,4aβ-trimethyl-5-methylene-naphthalene 
• 213026-20-1 (1R,2S,4aS)-trans-decahydro-1α[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,2β,4aβ-trimethyl-naphthalen-5-one 
• 121994-56-7 [1R-(1α,2β,4aβ,8aα)]-3-[(decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl)methyl]-2,5-dimethoxy-2,5-cyclohexadiene-1,4-dione 
• 71678-03-0 ilimaquinone 
• 86489-89-6 3-(bromomethyl)-1,2,4,5-tetramethoxybenzene 

Relevant articles and documents

Efficient total synthesis of (-)-ilimaquinone

The total synthesis of (-)-ilimaquinone, a metabolite isolated from sea sponges, is described. The key step of the synthesis is the attachment of the quinone moiety to the drimane skeleton. Alkylation of enone 11 obtained in four steps from the readily available diketone 8, with tetramethoxybenzyl bromide 15 as the alkylating agent, led to addition product 16 in excellent yield. The presence of the tetramethoxybenzyl group induced stereoselective hydrogenation of the exo olefin 18, leading to the required isomer in a 9:1 ratio. Treatment of compound 21 with ceric ammonium nitrate (CAN) afforded formation of the quinone and deprotection of only one methyl ether in one step to furnish the desired ilimaquinone 1.