70894-74-5

Usage

Uses

Used in Pharmaceutical Industry:
ISOPROPYL-(4-METHOXY-BENZYL)-AMINE is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving existing ones. Its unique structure allows it to be a versatile component in the creation of medicinal compounds.
Used in Fine Chemicals Production:
In the fine chemicals sector, ISOPROPYL-(4-METHOXY-BENZYL)-AMINE is employed as a key intermediate in the production of specialty chemicals. Its presence in these compounds can enhance their properties or provide specific functionalities required in various applications.
Used in Material Science:
ISOPROPYL-(4-METHOXY-BENZYL)-AMINE is used in the research and development of new materials. Its incorporation into material compositions can lead to novel properties or improved performance in specific applications, such as in polymers or other advanced materials.
Used as a Reagent in Chemical Reactions:
ISOPROPYL-(4-METHOXY-BENZYL)-AMINE also serves as a reagent in various chemical processes. Its reactivity and functional groups make it suitable for use in a range of reactions, facilitating the synthesis of complex organic molecules or aiding in specific transformation steps.

InChI:InChI=1/C11H17NO/c1-9(2)12-8-10-4-6-11(13-3)7-5-10/h4-7,9,12H,8H2,1-3H3

Upstream product

• 13033-52-8 N-(2-propyl)-4-methoxybenzylideneamine 
• 75-31-0 isopropylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 377726-66-4 C₁₁H₁₄ClNO 
• 100-07-2 4-methoxy-benzoyl chloride 
• 7464-44-0 4-methoxy-N-(1-methylethyl)benzamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 2746-25-0 p-Methoxybenzyl bromide 
• 1250259-31-4 N-(4-methoxybenzyl)-N-isopropylpropan-2-amine 
• 874-90-8 4-methoxybenzonitrile 
• 67-63-0 isopropyl alcohol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 160676-81-3 2-bromomethyl-1-[(4-methoxyphenyl)methyl]aziridine 
• 1252059-72-5 C₁₂H₁₇NO₂ 

Downstream Products

• 1158371-11-9 [(4-methoxyphenyl)methyl](propan-2-yl)amine hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 13033-52-8 N-(2-propyl)-4-methoxybenzylideneamine 
• 112333-21-8 N-Isopropyl-N-(4-oxo-cyclohex-1-enylmethyl)-malonamic acid ethyl ester 

Relevant academic research and scientific papers

Imine reduction with me2s-bh3

Although there exists a variety of different catalysts for hydroboration of organic substrates such as aldehydes, ketones, imines, nitriles etc., recent evidence suggests that tetra-coordinate borohydride species, formed by activation, redistribution, or decomposition of boron reagents, are the true hydride donors. We then proposed that Me2S-BH3 could also act as a hydride donor for the reduction of various imines, as similar compounds have been observed to reduce carbonyl substrates. This boron reagent was shown to be an effective and chemoselective hydroboration reagent for a wide variety of imines.

Hydrogenation of Secondary Amides using Phosphane Oxide and Frustrated Lewis Pair Catalysis

The metal-free catalytic hydrogenation of secondary carboxylic acid amides is developed. The reduction is realized by two new catalytic reactions. First, the amide is converted into the imidoyl chloride by triphosgene (CO(OCCl3)2) using novel phosphorus(V) catalysts. Second, the in situ generated imidoyl chlorides are hydrogenated in high yields by an FLP-catalyst. Mechanistic and quantum mechanical calculations support an autoinduced catalytic cycle for the hydrogenation with chloride acting as unusual Lewis base for FLP-mediated H2-activation.

HALOALLYLAMINE PYRAZOLE DERIVATIVE INHIBITORS OF LYSYL OXIDASES AND USES THEREOF

The present invention relates to novel compounds which are capable of inhibiting certain amine oxidase enzymes. These compounds are useful for treatment of a variety of indications, e.g., fibrosis, cancer and/or angiogenesis in human subjects as well as i

Photocatalyzed cascade Meerwein addition/cyclization of: N -benzylacrylamides toward azaspirocycles

A visible-light-induced cascade Meerwein addition/cyclization of alkenes involving C-F bond cleavage was developed. This method offers a rapid access to azaspirocyclic cyclohexadienones from N-benzylacrylamides via C-F bond cleavage applying H2O as an external oxygen source, allowing for the incorporation of various aromatic moieties originating from aryldiazonium salts.

Mild Metal-Free Hydrosilylation of Secondary Amides to Amines

The combination of amide activation by Tf2O with B(C6F5)3-catalyzed hydrosilylation with TMDS constitutes a method for the one-pot reduction of secondary amides to amines under mild conditions. The method displays a broad applicability for the reduction of many types of substrates, and shows good compatibility and excellent chemoselectivity for many sensitive functional groups. Reductions of a multifunctionalized α,β-unsaturated amide obtained from another synthetic methodology, and a C-H functionalization product produced the corresponding amines in good to excellent yield. Chemoselective reduction of enantiomeric pure (ee >99%) tetrahydro-5-oxo-2-furaneamides yielded 5-(aminomethyl)dihydrofuran-2(3H)-ones in a racemization-free manner. The latter were converted in one pot to N-protected 5-hydroxypiperidin-2-ones, which are building blocks for the synthesis of many natural products. Further elaboration of an intermediate led to a concise four-step synthesis of -epi-pseudoconhydrine.

Visible light-induced intramolecular dearomative cyclization of α-bromo-N-benzyl-alkylamides: Efficient construction of 2-azaspiro[4.5]decanes

An efficient intramolecular dearomative cyclization via visible light-induced photoredox catalysis allows for a highly regioselective dearomative cyclization of α-bromo-N-benzyl-alkylamides to construct 2-azaspiro[4.5]decanes in the presence of an iridium catalyst.

Part 1: Notch-sparing γ-secretase inhibitors: The identification of novel naphthyl and benzofuranyl amide analogs

γ-Secretase is one of two proteases directly involved in the production of the amyloid β-peptide (Aβ), which is pathogenic in Alzheimer's disease. Inhibition of γ-secretase to suppress the production of Aβ should not block processing of one of its alterna

Transformation of N,N-diisopropylarylmethylamines into N-isopropylarylmethylamines with molecular iodine

N,N-Diisopropylarylmethylamines were smoothly converted into the corresponding N-isopropylarylmethylamines by the reaction with molecular iodine in the presence of Na2CO3 in chloroform at 60 °C. Other related tertiary amines were also transformed into the corresponding secondary amines by the reaction with molecular iodine under the same reaction conditions.

Scope and mechanistic studies of catalytic hydrosilylation with a high-valent nitridoruthenium(VI)

Hydrosilylation catalyzed by a high-valent nitridoruthenium(VI) compound, [RuN(saldach)(CH3OH)]+[ClO4]- (1, where saldach is the dianion of racemic N,N'-cyclohexan-diyl- bis(salicylideneimine)) is described. Using phenylsilane as reductant, a variety of unsaturated organic substrates, including aldehydes, ketones, and imines, are effectively reduced to alcohols and amines, respectively, accompanied by the redistribution of PhSiH3 at silicon. Mechanistic studies indicate that the catalysis proceeds via silane activation rather than carbonyl activation, and the silane is likely activated via multiple pathways, including a radical-based pathway.

Ruthenium-catalyzed transfer hydrogenation of nitriles: Reduction and subsequent N-monoalkylation to secondary amines

The selective synthesis of amines continues to be of importance because of their application in the bulk and fine chemical industries. Herein, domino ruthenium-catalyzed transfer hydrogenation of nitriles with subsequent N-monoalkylation by using alcohols is described. With this novel approach, various nitriles were reductively N-monoalkylated in excellent yields. A simple method for the synthesis of secondary amines starting directly from nitriles by using a ruthenium catalyst is described. With this novel domino system, various nitriles were reduced and subsequently N-monoalkylated in excellent yields (up to 99 %). In addition to isopropanol, other alcohols were also used as a reductant and N-monoalkylation reagent. Copyright