131029-01-1

Basic information

• Product Name: (S)-(+)-1-(4-methoxyphenyl)propan-2-ol
• Synonyms: (S)-(+)-1-(4-methoxyphenyl)propan-2-ol
• CAS NO: 131029-01-1
• Molecular Weight: 166.22
• Mol File: 131029-01-1.mol
• Article Data: 42

Chemical Properties

• CAS DataBase Reference: (S)-(+)-1-(4-methoxyphenyl)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-(4-methoxyphenyl)propan-2-ol(131029-01-1)
• EPA Substance Registry System: (S)-(+)-1-(4-methoxyphenyl)propan-2-ol(131029-01-1)

Safety Data

• Hazardous Substances Data: 131029-01-1(Hazardous Substances Data)

Usage

Description

(S)-(+)-1-(4-methoxyphenyl)propan-2-ol, also known as (S)-(+)-para-methoxyphenylalanol, is an organic compound characterized by its molecular formula C10H14O2. It features a chiral center, making it one of the enantiomers of 1-(4-methoxyphenyl)propan-2-ol. (S)-(+)-1-(4-methoxyphenyl)propan-2-ol is recognized for its potential applications in various fields, including medicine, pharmaceuticals, and organic chemistry, due to its chiral nature and its versatility as a building block for synthesizing biologically active compounds.

Uses

Used in Pharmaceutical Synthesis:
(S)-(+)-1-(4-methoxyphenyl)propan-2-ol is used as a chiral building block for the synthesis of pharmaceuticals, leveraging its unique structural properties to create complex organic molecules with potential therapeutic applications.
Used in Organic Chemistry:
In the field of organic chemistry, (S)-(+)-1-(4-methoxyphenyl)propan-2-ol is utilized as a versatile intermediate, enabling the development of a wide range of biologically active compounds that can be further explored for their potential uses in various chemical and medical applications.
Used in Medicine:
(S)-(+)-1-(4-methoxyphenyl)propan-2-ol is employed as a key component in the development of new medicines, thanks to its ability to serve as a chiral center in the synthesis of pharmaceuticals with potential therapeutic benefits.

Upstream product

• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 
• 51410-46-9 2-(4-methoxyphenyl)-3-methyloxirane 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 5703-26-4 4-Methoxyphenylacetaldehyde 
• 544-97-8 dimethyl zinc(II) 
• 123-11-5 4-methoxy-benzaldehyde 
• 111004-04-7 (1R,2S)-1-(4'-methoxyphenyl)-1,2-propanediol 
• 131029-01-1 1-(4-methoxyphenyl)propan-2-ol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 16088-62-3 (S)-Propylene oxide 
• 140-67-0 Estragole 
• 50618-02-5 trans-β-methyl-4-methoxystyrene oxide 
• 104-46-1 anethole 
• 75-56-9 methyloxirane 

Downstream Products

• 22805-43-2 1-(4'-Hydroxyphenyl)-2-propanol 
• 1657-55-2 1,2-bis(4-methoxyphenyl)ethane 
• 22442-48-4 3-(4-methoxyphenyl)propionitrile 
• 35103-34-5 N-(p-methoxybenzyl)acetamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 104-21-2 p-methoxybenzyl acetate 
• 58993-79-6 (R)-(-)-p-methoxyamphetamine 

Relevant articles and documents

Chemistry and pharmacological evaluation of 1-phenyl-2-propanols and 1-phenyl-2-propanones.

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Chemoenzymatic synthesis of enantiomerically pure syn-configured 1-aryl-3-methylisochroman derivatives

A two-step synthesis of various enantiomerically pure 1-aryl-3- methylisochroman derivatives was accomplished through asymmetric biocatalytic ketone reduction followed by an oxa-Pictet-Spengler reaction. The compounds were obtained in good to excellent yield (47-92 %) in favor of the syn diastereomers [dr (syn/anti) up to 99:1]. Enantiopure arylpropanols serving as pronucleophiles for the C-C bond-formation step were obtained by biocatalytic reduction by employing enantiocomplementary alcohol dehydrogenases, which gave access to the (S) and (R) enantiomer with up to >99 % conversion and up to >99 % ee. A two-step sequence involving a biocatalytic hydrogen-transfer reduction and a syn-diastereoselective oxa-Pictet-Spengler reaction was established to provide a series of 1-aryl-3-methylchroman derivatives with perfect enantioselectivity; PTSA = para-toluenesulfonic acid. Copyright

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Enantioselective Reduction of Ketones and Synthesis of 2-Methyl-2,3-dihydro-1-benzofuran Catalyzed by Chiral Spiroborate Ester

Abstract: Asymmetric reduction of homobenzylic ketones was achieved through the use of chiral spiroborate ester catalyst. The catalyst is applicable for both analytical and industrial purposes since it is not sensitive to air and moisture. A rapid synthetic route has been developed for the preparation of (S)-2-methyl-2,3-dihydro-1-benzofuran via enantioselective reduction of homobenzylic ketone in the presence of a chiral spiroborate catalyst as the key step.

Hydroperoxidations of Alkenes using Cobalt Picolinate Catalysts

Hydroperoxides were synthesized in one step from various alkenes using Co(pic)2as the catalyst with molecular oxygen and tetramethyldisiloxane (TMDSO). The hydration product could be obtained using a modified catalyst, Co(3-mepic)2, with molecular oxygen and phenylsilane. Formation of hydroperoxides occurred through a rapid Co-O bond metathesis of a peroxycobalt compound with isopropanol.

A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides

A straightforward methodology for the synthesis of anti-Markovnikov-type alcohols is presented. By using a specific cobalt triphos complex in the presence of Zn(OTf)2 as an additive, the hydrogenation of epoxides proceeds with high yields and selectivities. The described protocol shows a broad substrate scope, including multi-substituted internal and terminal epoxides, as well as a good functional-group tolerance. Various natural-product derivatives, including steroids, terpenoids, and sesquiterpenoids, gave access to the corresponding alcohols in moderate-to-excellent yields.