1502-80-3

Basic information

• Product Name: (+/-)-threo-3-phenyl-2-butanol
• CAS NO: 1502-80-3
• Molecular Weight: 150.221
• Mol File: 1502-80-3.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: (+/-)-threo-3-phenyl-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-threo-3-phenyl-2-butanol(1502-80-3)
• EPA Substance Registry System: (+/-)-threo-3-phenyl-2-butanol(1502-80-3)

Safety Data

• Hazardous Substances Data: 1502-80-3(Hazardous Substances Data)

Upstream product

• 32123-84-5 3-phenylbut-3-en-2-one 
• 591-51-5 phenyllithium 
• 925669-95-0 2,3-cis-epoxybutane 
• 769-59-5 3-phenyl-butan-2-one 
• 103-79-7 1-phenyl-acetone 
• 766-90-5 cis-1-phenyl-1-propylene 
• 74-88-4 methyl iodide 
• 135-98-8 sec-Butylbenzene 
• 31508-44-8 2-phenylpropionic acid methyl ester 
• 34713-70-7 2-Phenylpropanal 
• 492-37-5 hydratropic acid 
• 917-64-6 methyl magnesium iodide 
• 1123-85-9 (RS)-2-phenyl-1-propanol 
• 21490-63-1 2,3-trans-epoxybutane 

Downstream Products

• 42879-20-9 (2S,3R)-3-phenylbutan-2-yl acetate 
• 1499-67-8 (2S,3R)-3-cyclohexyl-butan-2-ol 

Relevant articles and documents

Asymmetric Reduction of Carbon-Carbon Double Bonds of Conjugated Enones with Fermenting Bakers' yeast

Bakers' yeast reduction of α-substituted or β,β-disubstituted α,β-unsaturated ketones gave saturated chiral ketones with excellent optical purity, while the β,β-disubstituted derivatives remains intact.

Monoisopinocampheylborane: An Excellent Chiral Hydroborating Agent for Phenyl-Substituted Tertiary Olefins. Synthesis of Alcohols Approaching 100percent Enantiomeric Excess

Monoisopinocampheylborane (IPCBH2), a less hindered chiral hydroborating agent, is highly effective for the hydroboration of phenyl-substituted tertiary olefins, such as 1-phenyl-1-cyclopentene, 1-phenyl-1-cyclohexene, (E)- and (Z)-2-phenyl-2-butenes, and

Dynamic Reductive Kinetic Resolution of Benzyl Ketones using Alcohol Dehydrogenases and Anion Exchange Resins

Dynamic reductive kinetic resolutions of racemic 3-arylalkanones have been performed by the proper combination of an alcohol dehydrogenase and a basic anionic resin. The best results were found for the bioreduction with the alcohol dehydrogenase type A from Rhodococcus ruber DSM 44541 overexpressed in Escherichia coli (E. coli/ADH-A) and the commercially available evo-1.1.200, while the Amberlite IRA-440 C and the DOWEX-MWA-1 resins allowed efficient in situ racemizations. Reaction conditions were optimized in terms of enzyme source and loading, type and amount of resin, pH, temperature and reaction times, obtaining a series of (R,R)-substituted propan-2-ols with good conversions and both diastereoselectivity and stereoselectivity. As a proof of concept, the subsequent intramolecular cyclization of a selected propan-2-ol substrate afforded a valuable isochroman heterocycle without any loss of the optical purity.

Screening on the use of Kluyveromyces marxianus CBS 6556 growing cells as enantioselective biocatalysts for ketone reductions

The versatility of Kluyveromyces marxianus CBS 6556 growing cells in the enantioselective reduction of ketone functionalities to the corresponding alcohols was exploited. In particular, methyl ketones were reduced to (S)-alcohols with ees of up to 96%. Longer chain alkyl ketones afforded, under the same experimental condition, (R)-alcohols with an ee of up to 84%. Interestingly, carbon-carbon double and the triple bonds can also be reduced in the presence of Kluyveromyces marxianus CBS 6556 yeast. A cyclic ketone, such as 2-tetralone, was also quantitatively reduced to its corresponding (S)-alcohol with ee = 76%.