13286-63-0

Basic information

• Product Name: (1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL
• Synonyms: (1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL;(1R,2R)-2-AMINO-1,2-DIPHENYLETHANOL
• CAS NO: 13286-63-0
• Molecular Formula: C₁₄H₁₅NO
• Molecular Weight: 213.27
• Mol File: 13286-63-0.mol
• Article Data: 44

Chemical Properties

• Melting Point: 116-117 °C
• Boiling Point: 374.3 °C at 760 mmHg
• Flash Point: 180.2 °C
• Appearance: /
• Density: 1.148 g/cm³
• Vapor Pressure: 2.88E-06mmHg at 25°C
• Refractive Index: 1.621
• PKA: 11.70±0.45(Predicted)
• CAS DataBase Reference: (1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL(13286-63-0)
• EPA Substance Registry System: (1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL(13286-63-0)

Safety Data

• Hazardous Substances Data: 13286-63-0(Hazardous Substances Data)

Usage

General Description

(1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL is a chemical compound with the molecular formula C14H15NO. It is a chiral compound, meaning it has a non-superimposable mirror image, and exists as a pair of enantiomers, with the (1R,2R) form being the (+) enantiomer. It is an amino alcohol, containing both an amine functional group and a hydroxyl functional group, and is often used as a chiral auxiliary in organic synthesis to control the stereochemistry of reactions. It has applications in pharmaceutical and medicinal chemistry, as well as in the synthesis of complex organic molecules.

InChI:InChI=1/C14H15NO/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14,16H,15H2/t13-,14-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 87-69-4 L-Tartaric acid 
• 530-36-9 threo-1,2-diphenyl-2-aminoethan-1-ol 
• 441-38-3 benzoin oxime 
• 574-15-2 benzilmonoxime 
• 7677-24-9 trimethylsilyl cyanide 
• 100-52-7 benzaldehyde 
• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 530-36-9 2-amino-1,2-diphenylethanol 
• 5344-88-7 benzil monohydrazone 
• 572-45-2 benzil dioxime 
• 616-06-8 2-amino-hexanoic acid 
• 617-65-2 Glutamic acid 
• 100-46-9 benzylamine 

Downstream Products

• 6275-45-2 dichloro-acetic acid-(α'-hydroxy-bibenzyl-α-ylamide) 
• 530-36-9 (1R,2R)-2-amino-1,2-diphenylethane-1-ol 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 530-36-9 (1S,2S)-2-amino-1,2-diphenylethanol 
• 530-36-9 2-amino-1,2-diphenylethanol 
• 6287-74-7 (+/-)-erythro-α'-(2-diethylamino-ethylamino)-bibenzyl-α-ol 
• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 530-36-9 threo-1,2-diphenyl-2-aminoethan-1-ol 
• 49855-40-5 (+/-)-erythro-α'-chloro-bibenzylyl-(α)-amine 
• 49855-40-5 (+/-)-threo-α'-chloro-bibenzylyl-(α)-amine 
• 780-25-6 N-benzylidene benzylamine 
• 100-52-7 benzaldehyde 
• 100-46-9 benzylamine 

Relevant articles and documents

Ueber die Stereoselektivitaet der 9,9'-Spirobifluoren-kronenaether gegenueber α-Aminoalkoholen

Crown ethers I-VI were tested by partition experiments for their stereoselectivity towards α-amino alcohols 1-10.The stereoselectivity depends in a regular way on both the absolute and relative configuration of the crown ether and α-amino alcohol.Comments are made on some high stereoselectivities.

Ueber die Enantiomerentrennung durch Verteilung zwischen fluessigen Phasen 3. Mitteilung. Selektivitaet der lipophilen Weinsaeureester fuer chirale Ammonium-Salze verschiedener Konstitution und Konfiguration

Several methods are described which allow determination on a small scale of the enantiomer distribution constant Q, and the affinity coefficient P, which characterize the enantioselectivity and the affinity of a lipophilic phase for ammonium salts of different constitution and configuration.The influence of concentration of the tartaric acid ester, temperature, concentration and type of the lipophilic anion on Q and P was investigated to find out favourable experimental conditions for resolutions of racemates by iterative processes, e.g. partition chromatography.The relation ship between Q and the configuration of aminoalcohols 1-12 was explored and the observed regularities are pointed out.In addition it was found that lipophilic tartaric acid esters are enantioselective to salts of threo-1,2-diphenyl-1,2-ethanediamine 13, and to phenylglycine and its derivatives 14-16.

A convenient one-pot synthesis of 1,2-aminoalcohols

We have developed a rapid facile synthesis of 1,2-aminoalcohols from a variety of aldehyde starting materials. This one pot synthesis proceeds via the in situ formation of cyanohydrin trimethylsilyl ethers and the subsequent addition of Grignard reagents. This method is of particular use where the initial aldehyde exhibits water solubility.

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Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions

The utilization of N-centered radicals to synthesize nitrogen-containing compounds has attracted considerable attention recently, due to their powerful reactivities and the concomitant construction of C?N bonds. However, the generation and control of N-centered radicals remain particularly challenging. We report a tethering strategy using SOMO-HOMO-converted distonic radical anions for the site-specific aminations of imidates and amidines with aid of the non-covalent interaction. This reaction features a remarkably broad substrate scope and also enables the late-stage functionalization of bioactive molecules. Furthermore, the reaction mechanism is thoroughly investigated through kinetic studies, Raman spectroscopy, electron paramagnetic resonance spectroscopy, and density functional theory calculations, revealing that the aminations likely involve direct homolytic cleavage of N?H bonds and subsequently controllable 1,5 or 1,6 hydrogen atom transfer.

Large-scale preparation of key building blocks for the manufacture of fully synthetic macrolide antibiotics

Key building blocks for the production of fully synthetic macrolides have been scaled-up in first time pilot plant and kilo-lab campaigns. These building blocks have supported the discovery of new macrolide antibiotics as well as ongoing preclinical studies.

HETEROARYL ACID MORPHOLINONE COMPOUNDS AS MDM2 INHIBITORS FOR THE TREATMENT OF CANCER

The present invention provides MDM2 inhibitor compounds of Formula (I), or the pharmaceutically acceptable salts thereof, wherein the variables are defined above, which compounds are useful as therapeutic agents, particularly for the treatment of cancers. The present invention also relates to pharmaceutical compositions that contain an MDM2 inhibitor of Formula (I).