134625-72-2

Basic information

• Product Name: (1R)-2-azido-1-phenylethanol
• Synonyms: (1R)-2-Azido-1-phenylethanol; benzenemethanol, alpha-(azidomethyl)-, (alphaR)-
• CAS NO: 134625-72-2
• Molecular Formula: C₈H₉N₃O
• Molecular Weight: 163.1766
• Mol File: 134625-72-2.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: (1R)-2-azido-1-phenylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-2-azido-1-phenylethanol(134625-72-2)
• EPA Substance Registry System: (1R)-2-azido-1-phenylethanol(134625-72-2)

Safety Data

• Hazardous Substances Data: 134625-72-2(Hazardous Substances Data)

Usage

General Description

(1R)-2-azido-1-phenylethanol is a chiral compound with the molecular formula C8H9N3O. It is an azide derivative of 1-phenylethanol, which is commonly used as a chiral building block in organic synthesis. The azido group in this compound makes it useful in click chemistry reactions, where it can participate in the formation of triazoles. (1R)-2-azido-1-phenylethanol also has potential applications as a precursor in the synthesis of pharmaceuticals and fine chemicals. Additionally, its chiral nature means that it has potential use in asymmetric synthesis, where the stereochemistry of the molecule is important. Overall, (1R)-2-azido-1-phenylethanol is a versatile compound with potential applications in various areas of chemical and pharmaceutical research.

Upstream product

• 96-09-3 styrene oxide 
• 124718-87-2 2-azido-1-phenylethan-1-ol 
• 70-11-1 α-bromoacetophenone 
• 100-52-7 benzaldehyde 
• 100-42-5 styrene 
• 532-27-4 1-chloroacetophenone 
• 1816-88-2 2-azido-1-phenylethan-1-one 
• 108-05-4 vinyl acetate 
• 108-24-7 acetic anhydride 
• 73908-23-3 (R)-2-bromo-1-phenylethanol 
• 67-63-0 isopropyl alcohol 
• 4128-31-8 rac-octan-2-ol 
• 108-22-5 Isopropenyl acetate 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 

Downstream Products

• 1160187-20-1 (R)-(2-azido-1-(but-2-ynyloxy)ethyl)benzene 
• 1160187-19-8 (R)-(2-azido-1-(prop-2-ynyloxy)ethyl)benzene 
• 1489232-03-2 (-)-(R)-2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-phenylethanol 
• 144125-06-4 (S)-2-azido-1-phenyl-ethylamine 
• 16595-77-0 (S)-4-Phenyl-4,5-dihydro-1H-imidazole-2-thiol 
• 62779-70-8 (1S)-1-phenylethylene-1,2-diamine 
• 148729-51-5 -8,12-dioxa-2,5-diazatetradecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,11-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester 
• 148729-50-4 -8,11-dioxa-2,5-diazatridecanoic acid 3-(1H-indol-3-ylmethyl)-3-methyl-4,10-dioxo-7-phenyl-tricyclo<3.3.1.1^3,7>dec-2-yl ester 
• 130406-45-0 -carbamic acid <2-<(2-hydroxy-2-phenylethyl)amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>-tricyclo<3.3.1.1^3,7>dec-2-yl ester 
• 148729-63-9 ((R)-2-Azido-1-phenyl-ethoxy)-acetic acid ethyl ester 
• 2549-14-6 (R)-2-Amino-1-phenylethanol 

Relevant articles and documents

Preparation of chiral β-hydroxytriazoles in one-pot chemoenzymatic bioprocesses catalyzed by Rhodotorula mucilaginosa

Chemoenzymatic strategies for the preparation of enantiopure β-hydroxytriazoles were designed. These and other related compounds are particularly relevant because of their antitubercular bioactivities and as β-adrenergic receptor blockers. The ability of

A Straightforward Deracemization of sec-Alcohols Combining Organocatalytic Oxidation and Biocatalytic Reduction

An efficient organocatalytic oxidation of racemic secondary alcohols, mediated by sodium hypochlorite (NaOCl) and 2-azaadamantane N-oxyl (AZADO), has been conveniently coupled with a highly stereoselective bioreduction of the intermediate ketone, catalyzed by ketoreductases, in aqueous medium. The potential of this one-pot two-step deracemization process has been proven by a large set of structurally different secondary alcohols. Reactions were carried out up to 100 mm final concentration enabling the preparation of enantiopure alcohols with very high isolated yields (up to 98 %). When the protocol was applied to the stereoisomeric rac/meso mixture of diols, these were obtained with very high enantiomeric excesses and diastereomeric ratios (95 % yield, >99 % ee, >99: 1 dr).

Stereoselective reduction of 2-azido-1-phenylethanone derivatives by whole cells of marine-derived fungi applied to synthesis of enantioenriched β-hydroxy-1,2,3-triazoles

Several marine-derived fungi were evaluated by the bioreduction of 2-azido-1-phenylethanone 1, and the strains A. sydowii CBMAI 935 and M. racemosus CBMAI 847 were selected for the reduction of 2-azido-1-phenylethanone derivatives 2–4. Whole cells of A. s