3759-31-7

Basic information

• Product Name: Benzenepropanoic acid, b-hydroxy-b-methyl-
• Synonyms: 3-hydroxy-3-phenyl-butyric acid;β-Oxy-β-phenyl-buttersaeure;3-Hydroxy-3-phenyl-buttersaeure;β-Oxy-β-phenyl-propan-α-carbonsaeure;(+/-)-3-Hydroxy-3-phenyl-buttersaeure;(+/-)-3-hydroxy-3-phenyl-butyric acid
• CAS NO: 3759-31-7
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Mol File: 3759-31-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, b-hydroxy-b-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, b-hydroxy-b-methyl-(3759-31-7)
• EPA Substance Registry System: Benzenepropanoic acid, b-hydroxy-b-methyl-(3759-31-7)

Safety Data

• Hazardous Substances Data: 3759-31-7(Hazardous Substances Data)

Upstream product

• 2293-60-9 ethyl 3-hydroxy-3-phenylbutyrate 
• 64-19-7 acetic acid 
• 98-86-2 acetophenone 
• 79-11-8 chloroacetic acid 
• 64-69-7 Iodoacetic acid 
• 91970-87-5 (rac)-methyl 3-hydroxy-3-phenylbutanoate 
• 898562-69-1 benzyl 3-hydroxy-3-phenylbutanoate 
• 14368-31-1 3-hydroxy-3-phenylbutanenitrile 
• 4743-74-2 2-phenylpent-4-en-2-ol 

Downstream Products

• 880-65-9 (-)S β-hydroxy β-phenyl n-butanoate de methyle 
• 7210-37-9 (R)-3-hydroxy-3-phenylbutyric acid methyl ester 
• 81467-21-2 3-Hydroxy-3-phenylbutyrohydroxamsaeure 
• 7133-68-8 3-phenylbutane-1,3-diol 
• 898562-69-1 benzyl 3-hydroxy-3-phenylbutanoate 
• 81467-25-6 3-(2-Hydroxy-2-phenylpropyl)-1,4,2-dioxazol-5-on 
• 704-80-3 (E)-3-phenyl-2-butenoic acid 
• 98-83-9 isopropenylbenzene 

Relevant articles and documents

Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters

A highly enantioselective isothiourea-catalyzed acylative kinetic resolution (KR) of acyclic tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the KR of tertiary alcohols bearing an adjacent ester substituent, with both reaction conversion and enantioselectivity found to be sensitive to the steric and electronic environment at the stereogenic tertiary carbinol centre. For more sterically congested alcohols, the use of a recently-developed isoselenourea catalyst was optimal, with equivalent enantioselectivity but higher conversion achieved in comparison to the isothiourea HyperBTM. Diastereomeric acylation transition state models are proposed to rationalize the origins of enantiodiscrimination in this process. This KR procedure was also translated to a continuous-flow process using a polymer-supported variant of the catalyst.

Base-catalyzed dehydrogenative Si-o coupling of dihydrosilanes: Silylene protection of diols

The direct dehydrogenative coupling of 1,3- and 1,4-diols and dihydrosilanes is efficiently catalyzed by CsO(10 mol%), cleanly affording six- and seven-membered 1,3-dioxo-2-silacycles with dihydrogen as the sole by-product. Conversely, 1,2-diols do not yield the expected 1,3-dioxo-2- silacyclopentanes, essentially forming cyclic disiloxanes instead. Aside from the synthetic convenience, the procedure itself is also useful for straight-forward diol derivatization prior to GLC analysis. Georg Thieme Verlag Stuttgart · New York.

A convenient generation of acetic acid dianion

The lithium enediolate of acetic acid can be generated efficiently, as a 0.5 M solution in THF, using lithium amides prepared from n-butyllithium in THF and either diethylamine or 1,3,3-trimethyl-6-azabicyclo-(3.2.1)-octane (AZA). Its reaction with carbon