209624-66-8

Basic information

• Product Name: 3-hydroxy-4-methoxy-5-methylbenzaldehyde
• Synonyms: 3-hydroxy-4-methoxy-5-methylbenzaldehyde
• CAS NO: 209624-66-8
• Molecular Weight: 166.177
• Mol File: 209624-66-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-4-methoxy-5-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-4-methoxy-5-methylbenzaldehyde(209624-66-8)
• EPA Substance Registry System: 3-hydroxy-4-methoxy-5-methylbenzaldehyde(209624-66-8)

Safety Data

• Hazardous Substances Data: 209624-66-8(Hazardous Substances Data)

Upstream product

• 1258431-61-6 3-isopropoxy-4-methoxy-5-methylbenzaldehyde 
• 121-33-5 vanillin 
• 82628-68-0 3,4-dihydroxy-5-methylbenzaldehyde 
• 32723-67-4 3-methyl-4-anisaldehyde 
• 578-58-5 2-methylmethoxybenzene 
• 918896-39-6 2-(3-bromo-4-methoxy-5-methyl phenyl)-1,3-dioxolane 
• 808750-22-3 3-bromo-4-methoxy-5-methyl benzaldehyde 
• 918896-43-2 2-(3-hydroxy-4-methoxy-5-methyl phenyl)-1,3-dioxolane 
• 575444-20-1 4-methoxy-3-methyl-5-triisopropylsilanyloxy-benzaldehyde 
• 74-88-4 methyl iodide 

Downstream Products

• 575444-12-1 3-(benzyloxy)-4-methoxy-5-methylbenzaldehyde 
• 1414948-46-1 (S)-5-(2-amino-3,3-dimethoxypropyl)-2-methoxy-3-methylphenol 
• 1414948-54-1 (S)-methyl 3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-2-[(tert-butoxycarbonyl)amino]propanoate 
• 1414948-56-3 (S)-benzyl {3-[3-(benzyloxy)-4-methoxy-5-methylphenyl]-1-[methoxy(methyl)amino]-1-oxopropan-2-yl}carbamate 
• 1414948-86-9 C₂₇H₂₉NO₆ 
• 1414948-88-1 C₂₈H₃₃NO₆ 
• 1414948-61-0 (1R,3S)-3-(dimethoxymethyl)-1-{(R)-2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidin-4-yl}-7-methoxy-6-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol 
• 1414948-63-2 (1R,3S)-2-chloroethyl 8-benzyloxy-3-(dimethoxymethyl)-1-{(R)-2,2-dimethyl-3-[(4-nitrophenyl)sulfonyl]oxazolidin-4-yl}-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1414948-65-4 (1R,3S)-2-chloroethyl 1-[(R)-1-amino-2-hydroxyethyl]-8-benzyloxy-3-(dimethoxymethyl)-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1414948-69-8 (1R,3S)-2-chloroethyl 8-(benzyloxy)-3-(dimethoxymethyl)-7-methoxy-6-methyl-1-[(R)-6-oxomorpholin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1414948-72-3 (1R,3S)-2-chloroethyl 8-(benzyloxy)-3-(dimethoxymethyl)-7-methoxy-6-methyl-1-[(R)-6-oxo-3,6-dihydro-2H-1,4-oxazin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1414948-74-5 (1R,3S)-2-chloroethyl 8-(benzyloxy)-1-{(3R,5R)-5-[6-(benzyloxy)-7-hydroxybenzo[d][1,3]dioxol-4-yl]-6-oxomorpholin-3-yl}-3-(dimethoxymethyl)-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1414948-76-7 (1R,3S)-2-chloroethyl 8-(benzyloxy)-1-{(4R,6R)-4-[6-(benzyloxy)-7-{[(trifluoromethyl)sulfonyl]oxy}benzo[d][1,3]dioxol-4-yl]-9,9,10,10-tetramethyl-3-oxo-2,8-dioxa-5-aza-9-silaundecan-6-yl}-3-(dimethoxymethyl)-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1414948-78-9 (1R,3S)-2-chloroethyl 8-(benzyloxy)-1-[(R)-1-({(R)-1-[6-(benzyloxy)-7-{[(trifluoromethyl)sulfonyl]oxy}benzo[d][1,3]dioxol-4-yl]-2-hydroxyethyl}amino)-2-{(tert-butyldimethylsilyl)oxy}ethyl]-3-(dimethoxymethyl)-7-methoxy-6-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 

Relevant articles and documents

Synthesis of (±)-phthalascidin 650 analogue: New synthetic route to (±)-phthalascidin 622

A synthesis of functionalized phenolic α-amino-alcohol (±)-13 as synthetic precursor of the catechol tetrahydroisoquinoline structure of phthalascidin 650 is disclosed. Starting from 3-methylcatechol 5, eight steps of synthesis give rise to the synthesis of phenolic α-amino-alcohol (±)-13 in 27% overall yield. This synthetic strategy involves the elaboration of fully functionalized aromatic aldehyde 8 and its transformation into a phenolic α-amino-alcohol (±)-13, through a Knoevenagel condensation, simultaneous reduction of nitroketene and ester functions and hydrogenolysis of the benzyl protecting group. The pentacycle (±)-18 was obtained after four additional steps. The Pictet-Spengler cyclisation between the phenolic α-amino-alcohol (±)-13 and N-protected α-amino-aldehyde 4 allowed to obtain (1,3′)-bis- tetrahydroisoquinoline 14 with N-methylated and N-Fmoc removed. The last step was a Swern oxidation for allowing an intramolecular condensation.

Synthetic studies on ecteinascidin 743: Asymmetric synthesis of the versatile amino acid component

The asymmetric synthesis of the modified tyrosine derivative as a basic building block for the ecteinascidin and safracin family of antitumor alkaloids has been achieved in nine steps and 39% overall yield.