191109-50-9

Basic information

• Product Name: (S)-(+)-2-AMINO-2-(4-TERT-BUTYLPHENYL)ETHANOL
• Synonyms: (S)-(+)-2-AMINO-2-(4-TERT-BUTYLPHENYL)ETHANOL;(2S)-2-aMino-2-(4-tert-butylphenyl)ethanol;(2S)-2-AMINO-2-[4-(TERT-BUTYL)PHENYL]ETHAN-1-OL
• CAS NO: 191109-50-9
• Molecular Formula: C₁₂H₁₉NO
• Molecular Weight: 193.28536
• Product Categories: Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 191109-50-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 115-119 °C
• Appearance: /
• CAS DataBase Reference: (S)-(+)-2-AMINO-2-(4-TERT-BUTYLPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-AMINO-2-(4-TERT-BUTYLPHENYL)ETHANOL(191109-50-9)
• EPA Substance Registry System: (S)-(+)-2-AMINO-2-(4-TERT-BUTYLPHENYL)ETHANOL(191109-50-9)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-43
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 191109-50-9(Hazardous Substances Data)

Usage

General Description

(S)-(+)-2-Amino-2-(4-tert-butylphenyl)ethanol is a chiral compound with a molecular structure consisting of an amine group and a phenolic hydroxyl group, attached to a tert-butyl group. It is used as a chiral auxiliary in organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. (S)-(+)-2-AMINO-2-(4-TERT-BUTYLPHENYL)ETHANOL has potential applications in asymmetric catalysis and as a building block in the synthesis of chiral drug molecules, due to its ability to facilitate the formation of enantiomerically pure compounds. Additionally, it also has potential use in the field of medicinal chemistry, particularly in the design and development of new drugs with improved pharmacological properties.

Upstream product

• 191109-42-9 (R)-4-(p-tert-butylphenyl)-1,3-dioxolane-2-one 
• 191109-41-8 (R)-1-(4-(tert-butyl)phenyl)ethane-1,2-diol 
• 1746-23-2 4-tert-Butylstyrene 
• 191109-45-2 (S)-2-azido-2-(p-tert-butylphenyl)ethanol 

Downstream Products

• 191109-55-4 2-(Bis-{[(S)-1-(4-tert-butyl-phenyl)-2-hydroxy-ethylcarbamoyl]-methyl}-amino)-N-[(S)-1-(4-tert-butyl-phenyl)-2-hydroxy-ethyl]-acetamide 

Relevant articles and documents

Asymmetric Allylic C-H Alkylation via Palladium(II)/ cis-ArSOX Catalysis

We report the development of Pd(II)/cis-aryl sulfoxide-oxazoline (cis-ArSOX) catalysts for asymmetric C-H alkylation of terminal olefins with a variety of synthetically versatile nucleophiles. The modular, tunable, and oxidatively stable ArSOX scaffold is key to the unprecedented broad scope and high enantioselectivity (37 examples, avg. > 90% ee). Pd(II)/cis-ArSOX is unique in its ability to effect high reactivity and catalyst-controlled diastereoselectivity on the alkylation of aliphatic olefins. We anticipate that this new chiral ligand class will find use in other transition metal catalyzed processes that operate under oxidative conditions.

Enantioselective allylic oxidation of cycloalkenes by using Cu(II)-tris(oxazoline) complex as a catalyst

Optically active copper(II)-tris(oxazoline) complex that was synthesized as a model compound of the active site of non-heme oxygenase, was found to catalyze allylic oxidation of cycloalkenes to give the corresponding 2-cycloalkenyl benzoates with moderate to excellent enantioselectivity (up to 93% ee) under die Kharash-Sosnovsky reaction conditions.