5628-72-8

Basic information

• Product Name: (+/-)-alpha-methylhydrocinnamic acid
• Synonyms: ALPHA-METHYLHYDROCINNAMIC ACID
• CAS NO: 5628-72-8
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Mol File: 5628-72-8.mol
• Article Data: 100

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (+/-)-alpha-methylhydrocinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-alpha-methylhydrocinnamic acid(5628-72-8)
• EPA Substance Registry System: (+/-)-alpha-methylhydrocinnamic acid(5628-72-8)

Safety Data

• Hazardous Substances Data: 5628-72-8(Hazardous Substances Data)

Usage

General Description

(+/-)-alpha-methylhydrocinnamic acid is a chemical compound that is also known as alpha-methylhydrocinnamic acid or 2-amino-2-methyl-1-propanol. It is a white solid with a characteristic odor and is commonly used in the production of fragrances and flavors. The compound is also used in the synthesis of pharmaceuticals and other organic compounds. It has been found to have antimicrobial properties and is being researched for potential applications in the medical and food industries. Additionally, it is a chiral compound, meaning it exists in both left-handed and right-handed forms, and it is commonly used as a chiral building block in organic synthesis.

Upstream product

• 1009-67-2 2-methyl-3-phenylpropanoic acid 
• 34666-01-8 ethyl 2-methyl-3-phenylpropionate 
• 34917-00-5 2-benzyl-2-methylmalonic acid 
• 29393-16-6 methyl 2-methyl-3-phenylpropionate 
• 1895-97-2 2-methyl-3-phenylacrylic acid 
• 5445-77-2 (2S)-2-methyl-3-phenylpropanal 
• 100-39-0 benzyl bromide 
• 155956-27-7 (2'R,3'R,5R)-(-)-1-(3'-hydroxy-2'-methyl-3'-phenyl-1'-oxopropyl)-3,3,5-trimethyl-2-pyrrolidinone 
• 131700-94-2 (S)-2-Methyl-1-((R)-3-methyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-3-phenyl-propan-1-one 
• 138723-66-7 (2R)-2-tert-butyl-3-<(S)-2-methyl-3-phenylpropionyl>-2,3-dihydro-4(1H)-pyrimidinone 
• 138723-62-3 (2S)-2-tert-butyl-1-carbomethoxy-3-<(S)-2-methyl-3-phenylpropionyl>-2,3-dihydro-4(1H)-pyrimidinone 
• 127471-19-6 (S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-3-phenyl-propan-1-one 
• 90290-33-8 (S)-1-((2S,5S)-2,5-Bis-methoxymethoxymethyl-pyrrolidin-1-yl)-2-methyl-3-phenyl-propan-1-one 
• 140479-60-3 (E)-(R)-2-Hydroxy-3-methyl-4-phenyl-but-3-enoic acid isopropyl ester 

Downstream Products

• 38574-62-8 methyl (S)-(+)-2-benzylpropionate 
• 29393-16-6 methyl 2-methyl-3-phenylpropionate 
• 51-64-9 dexamfetamine 
• 38385-67-0 (2S)-2-Methyl-3-phenylpropanoic acid chloride 
• 70878-24-9 (S)-(+)-ethyl 2-methyl-3-phenylpropanoate 
• 7384-80-7 (S)-2-methyl-3-phenylpropan-1-ol 
• 72040-67-6 4-nitrophenyl (S)-α-methyl-β-phenylpropionate 
• 130404-31-8 (S)-N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-methyl-3-phenyl-propionamide 
• 82634-78-4 (S)-(-)-<1-²H2>-2-methyl-3-phenylpropanol 
• 352530-53-1 (2S)-N-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethyl-3-phenylpropionamide 
• 155675-22-2 (S)-2-Methyl-3-phenyl-propionic acid (R)-3-iodo-2-methyl-propyl ester 
• 130324-53-7 (S)-3,7-dihydro-8-(1-methyl-2-phenylethyl)-1,3-dipropyl-1H-purine-2,6-dione 
• 130277-38-2 (S)-N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-methyl-3-phenyl-propionimidic acid ethyl ester 
• 82634-79-5 C₁₃H₁₄⁽²⁾H₂O₃ 

Relevant articles and documents

Model Studies on the Enzyme-Regulated Stereodivergent Cascade Passerini Reaction

The synthesis of chiral α-acyloxy carboxamides containing two stereogenic centers continues to be a challenging field of organic chemistry. Herein, we have proposed and proved the feasibility of an enzyme regulated-cascade reaction, which using the same substrates enables the formation of individual stereoisomers of α-acyloxy carboxamides with up to 99 % ee. The access to the individual stereoisomeric products has been achieved by a combination of the enzymatic kinetic resolution of racemic vinyl esters, subsequent Passerini reaction, and enzymatic kinetic resolution of formed α-acyloxy carboxamides. The presented studies are promising in exploratory proof-of-concept of enzyme-controlled stereodivergent cascade to form an important class of chiral compounds for medicinal chemistry.

Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts

We have developed an electrocatalytic asymmetric hydrogenation reaction using a proton-exchange membrane (PEM) reactor that employs a polymer electrolyte fuel cell and industrial electrolysis technologies. Reasonable enantioselectivities and excellent current efficiencies were obtained in the asymmetric hydrogenation of α-phenylcinnamic acid under mild conditions without adding a supporting electrolyte. The current density was crucial to achieving the improved results observed.

A chiral double tooth nitrogen phosphine ligand and its asymmetric catalytic reaction in the application of the (by machine translation)

The invention relates to a nitrogen phosphine double tooth ligand and its asymmetric catalytic reaction in the application. In the present invention discloses a novel double-phosphine - oxazoline ligand is a containing biphenyl shaft not stable structure of the ligand, and the successful application of α - methyl cinnamic acid and its derivatives of the high-efficiency high-selective asymmetric hydrogenation and its similar reaction. The type ligand the synthetic route is simple, low cost, stable in air, to the carbon-carbon double bond of the asymmetric hydrogenation reaction demonstrate the high activity and high selectivity, has wide industrial applications. (by machine translation)