2314-37-6

Usage

Uses

Used in Pharmaceutical Industry:
3-IODO-4-METHOXY-BENZALDEHYDE is used as a precursor for the synthesis of pharmaceuticals, given its ability to react with a variety of reagents to form different products. It plays a crucial role in the development of complex molecules with medicinal applications, contributing to the advancement of new drug formulations.
Used in Agrochemical Industry:
In the agrochemical sector, 3-IODO-4-METHOXY-BENZALDEHYDE is employed as a precursor in the production of agrochemicals. Its reactivity allows for the creation of compounds that can be used in the development of pesticides, herbicides, and other agricultural chemicals to improve crop protection and yield.
Used in Organic Synthesis:
3-IODO-4-METHOXY-BENZALDEHYDE is utilized as a building block in organic synthesis, enabling the formation of various natural products and biologically active compounds. Its versatility in reacting with different reagents makes it a valuable component in the synthesis of complex molecules for a range of applications, including medicinal and industrial uses.
Used in Material Science:
In the field of material science, 3-IODO-4-METHOXY-BENZALDEHYDE is applied in the development of new materials with specific properties. Its reactivity and ability to form different products make it a promising candidate for the creation of innovative materials with potential applications in various industries.

InChI:InChI=1/C8H7IO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 53279-82-6 (3-iodo-4-methoxyphenyl)methanol 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 186581-53-3 diazomethane 
• 60032-63-5 4-hydroxy-3-iodo-benzaldehyde 
• 129866-90-6 2,2'-dimethoxy-5,5'-diformyl-diphenyl-iodonium bromide 
• 250281-92-6 [2-(3-bromo-4-hydroxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester 
• 250284-80-1 2,6-dibromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenol 
• 250284-68-5 2-bromo-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-phenol 
• 250284-66-3 ethyl 3-(3-bromo-4-hydroxyphenyl)propanoate 
• 124840-72-8 1-(3-Brom-4-hydroxy-phenyl)-2-(N-tert.-butyloxycarbonyl)-ethan 
• 77-78-1 dimethyl sulfate 
• 97974-65-7 N-<1-(3-iodo-4-methoxyphenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide 

Downstream Products

• 103261-25-2 3-iodo-4-methoxy-trans-cinnamic acid 
• 97974-79-3 trans-(4α,6α,8α,9aα)-(+/-)-4--1-(3-iodo-4-methoxyphenyl)-1-buten-3-one 
• 91238-73-2 4-(Bis-ethylsulfanyl-methyl)-2-iodo-phenol 
• 97974-64-6 1-(4-methoxyphenyl)but-3-en-1-amine 
• 97974-63-5 4-amino-4-(3-iodo-4-methoxyphenyl)-1-butene 
• 1160924-04-8 tert-butyl 4-(3-iodo-4-methoxybenzyl)piperazine-1-carboxylate 
• 443776-90-7 4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde 
• 1437123-50-6 2-(3-iodo-4-methoxyphenyl)-1H-benzo[d]imidazole 

Relevant academic research and scientific papers

New stable backbone linker resins for solid-phase peptide synthesis.

[reaction: see text] Two new 4-methoxybenzaldehyde backbone linker resins were developed for the solid-phase synthesis of peptides. The linkers are very stable during the cleavage of common protecting groups for amines (Fmoc, Boc) and carboxylic acids (Me, All, tBu) in peptide synthesis. Cleavage from the resin with refluxing TFA is sufficiently mild for peptides containing polar and nonpolar amino acids.

Flavone derivative and application thereof

The invention discloses a flavone derivative and the application thereof. The flavone derivative is a compound with multiple target points and multiple functions for preventing Alzheimer's diseases. The compound and a pharmaceutical salt thereof can be applied to preparation of corresponding medicines, and the compound can be also applied to antioxidants, multiple enzyme inhibitors and metal chelating agents.

C-H Functionalization of N-Methylated Amino Acids and Peptides as Tool in Natural Product Synthesis: Synthesis of Abyssenine A and Mucronine e

N-Methylated amino acids and peptides with an 8-aminoquinoline (AQ) directing group can be subjected to stereoselective Pd-catalyzed β-functionalizations. The best results are obtained with aryl iodides, but alkyl and alkenyl side chains can also be introduced. The AQ protecting group can easily be removed, providing the free carboxylic acid, which can be used directly in peptide couplings. This protocol was used successfully as a key step in the synthesis of the cyclopeptide alkaloids abyssenine A and mucronine E.

METHOD FOR PRODUCING CARBONYL COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing a carbonyl compound, allowing for improvement of ease of production and furthermore allowing for reduction of production cost, by positively utilizing inexpensive iodine. SOLUTION: A carbonyl compound is produced by mixing primary alcohol or secondary alcohol, and iodic acid (HIO3) in a non-solvent or an aprotic polar solvent based on the following general formula (1), where R1 is an optionally substituted linear- or branched 1-12C aliphatic group, or an optionally substituted aromatic group; R2 is a hydrogen atom, an optionally substituted linear- or branched 1-12C alkyl group, or an optionally substituted aromatic group; R1 and R2 each may be coupled with each other to form a ring of aromatic group or a non-aromatic group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine

Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.

Synthetic utility of iodic acid in the oxidation of benzylic alcohols to aromatic aldehydes and ketones

Various primary and secondary benzylic alcohols were efficiently oxidized to aromatic aldehydes and aromatic ketones with iodic acid in DMF at 60?°C for 2?h and with iodic acid in the presence of TEMPO (5?mol?%) in DMF at room temperature, respectively. The former method was effective for the oxidation of sterically hindered alcohols at 60?°C and the latter method was effective for the oxidation of less sterically hindered alcohols at room temperature.

Gold(I)-catalyzed iodination of arenes

A wide variety of electron-rich arenes were efficiently converted into the corresponding iodinated compounds via a gold(I)-catalyzed reaction under mild conditions. Georg Thieme Verlag Stuttgart. New York.

Harnessing reversible oxidative addition: Application of diiodinated aromatic compounds in the carboiodination process

An I for an I: Conditions for the intramolecular carboiodination and the simultaneous convergent intramolecular carboiodination/intermolecular Heck reaction of various diiodoarenes were developed. The ability of the Pd 0/QPhos catalyst/ligand combination to undergo reversible oxidative addition allows these reactions to proceed well, thus increasing both the appeal and utility of this class of substrates in site-selective cross-coupling reactions. Copyright

Potassium 4-iodylbenzenesulfonate: Preparation, structure, and application as a reagent for oxidative iodination of arenes

A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by the oxidation of 4-iodobenzensulfonic acid with Oxone in water. This potassium salt can be further converted into 4-iodylbenzenesulfonic acid by treatment with the acidic form of Amberlyst 15 in water. A single-crystal X-ray structure of potassium 4-iodylbenzenesulfonate revealed the presence of polymeric chains in the solid state due to a combination of numerous intra- and intermolecular interactions. Potassium 4-iodylbenzenesulfonate will likely find many practical applications as a thermally stable and water-soluble hypervalent iodine-based oxidant, particularly useful as a reagent for oxidative iodination of aromatic substrates. This reagent can be effectively recovered from the reaction mixture (92 % recovery) by treatment of the aqueous layer with Oxone at 60°C for 2 h, followed by filtration of the precipitate. A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by oxidation of 4-iodobenzenesulfonic acid with Oxone in water. This new reagent promises many practical applications as a thermally stable, water-soluble and recyclable hypervalent iodine oxidant, particularly useful for oxidative iodination of aromatic substrates.

Novel cyanocombretastatins as potent tubulin polymerisation inhibitors

A series of novel cyanocombretastatins bearing a 3,4,5-trimethoxyphenyl moiety combined with a variety of substituted phenyl rings, were synthesised and their antitumour activity was evaluated. The Z-cyanocombretastatins were synthesised in a one-step pro