88082-67-1

Basic information

• Product Name: (1S,2R)-1-amino-1-phenylpropan-2-ol
• Synonyms: (1S,2R)-1-amino-1-phenylpropan-2-ol
• CAS NO: 88082-67-1
• Molecular Weight: 151.208
• Mol File: 88082-67-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (1S,2R)-1-amino-1-phenylpropan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-1-amino-1-phenylpropan-2-ol(88082-67-1)
• EPA Substance Registry System: (1S,2R)-1-amino-1-phenylpropan-2-ol(88082-67-1)

Safety Data

• Hazardous Substances Data: 88082-67-1(Hazardous Substances Data)

Upstream product

• 88784-94-5 4-nitro-benzoic acid-((1RS,2RS)-2-hydroxy-1-phenyl-propylamide) 
• 127209-38-5 1-Dimethylsilanyl-2,2,3-trimethyl-4-phenyl-[1,2]azasiletidine 
• 122898-35-5 C₁₆H₁₇NO₃ 
• 90917-82-1 5-methyl-4-phenyl-4,5-dihydro-oxazol-2-ylamine 
• 103-79-7 1-phenyl-acetone 
• 766-90-5 cis-1-phenyl-1-propylene 
• 4541-87-1 cis-1-phenylpropene oxide 
• 622-42-4 1-nitro-1-phenylmethane 
• 75-07-0 acetaldehyde 
• 25355-34-4 1-phenyl-propane-1,2-dione 1-oxime 
• 122898-35-5 C₁₆H₁₇NO₃ 
• 167083-50-3 (1S,2R)-1-azido-1-phenylpropane-2-ol 
• 91791-26-3 (+/-)-(E)-2-hydroxy-1-phenyl-1-propanone oxime 
• 91791-27-4 (+/-)-(Z)-2-hydroxy-1-phenyl-1-propanone oxime 

Downstream Products

• 88784-94-5 4-nitro-benzoic acid-((1RS,2SR)-2-hydroxy-1-phenyl-propylamide) 
• 88122-90-1 (+/-)-5c-methyl-2,4r-diphenyl-4,5-dihydro-oxazole 
• 19901-87-2 (1R,2S/1R,2R)-1-amino-1-phenylpropan-2-ol 
• 88784-94-5 4-nitro-benzoic acid-((1RS,2RS)-2-hydroxy-1-phenyl-propylamide) 
• 159406-31-2 (4S,5R)-5-Methyl-4-phenyl-2-oxazolidinone 
• 526217-24-3 tert-butyl (1S,2R)-2-hydroxy-1-phenylpropylcarbamate 
• 127744-61-0 (1S,2R)-1-Phenyl-2-{[1-thiophen-2-yl-meth-(E)-ylidene]-amino}-propan-1-ol 
• 2165-67-5 (1RS,2SR)-1-amino-1-cyclohexyl-propan-2-ol 

Relevant articles and documents

High Regio- and Stereoselective Multi-enzymatic Synthesis of All Phenylpropanolamine Stereoisomers from β-Methylstyrene

We present a one-pot cascade for the synthesis of phenylpropanolamines (PPAs) in high optical purities (er and dr up to >99.5 %) and analytical yields (up to 95 %) by using 1-phenylpropane-1,2-diols as key intermediates. This bioamination entails the combination of an alcohol dehydrogenase (ADH), an ω-transaminase (ωTA) and an alanine dehydrogenase to create a redox-neutral network, which harnesses the exquisite and complementary regio- and stereo-selectivities of the selected ADHs and ωTAs. The requisite 1-phenylpropane-1,2-diol intermediates were obtained from trans- or cis-β-methylstyrene by combining a styrene monooxygenase with epoxide hydrolases. Furthermore, in selected cases, the envisioned cascade enabled to obtain the structural isomer (1S,2R)-1-amino-1-phenylpropan-2-ol in high optical purity (er and dr >99.5 %). This is the first report on an enzymatic method that enables to obtain all of the four possible PPA stereoisomers in great enantio- and diastereo-selectivity.

Examining the origin of selectivity in the reaction of racemic alcohols with chiral N-phosphoryl oxazolidinones

A range of known and novel N-phosphoryl oxazolidinones and imidazolidinones were prepared and screened in the kinetic resolution of a range of racemic magnesium chloroalkoxides. Models are proposed to account for the enantioselectivity achieved based on a combination of chiral relay effects, generation of transient stereochemistry and the structure of the intermediate magnesium alkoxide.

Platinum-Catalyzed Intramolecular Hydrosilation of Allylamines: Formation of 1-Aza-2-silacyclobutanes and Application to Stereoselective Synthesis of 2-Amino Alcohols

N,N-Bis(dimethylsilyl)allylamines undergo intramolecular hydrosilation in the presence of Pt2O>2 (0.2 mol percent) to form four-membered cyclic compounds, 1-aza-2-silacyclobutane derivatives, which can be transformed into 2-amino alcohols by oxidation with 30percent H2O2 in the presence of KF and KHCO3.