13286-63-0

Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
(1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL is used as a chiral auxiliary in pharmaceutical and medicinal chemistry for its ability to control the stereochemistry of reactions. This is crucial for the synthesis of enantiomerically pure compounds, which is essential for the development of drugs with specific biological activities and reduced side effects.
Used in Organic Synthesis:
In the field of organic synthesis, (1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL is used as a chiral auxiliary to facilitate the creation of complex organic molecules with precise stereochemistry. This is particularly important in the synthesis of natural products and the development of new pharmaceutical agents, where the stereochemistry of a molecule can significantly influence its biological activity and efficacy.
Used in the Synthesis of Complex Organic Molecules:
(1R,2R)-(+)-2-AMINO-1,2-DIPHENYLETHANOL is also employed in the synthesis of complex organic molecules, where its chiral properties can be leveraged to achieve specific structural arrangements. This is valuable in creating molecules with tailored properties for various applications, including materials science, agrochemicals, and specialty chemicals.

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 
• 572-45-2 benzil dioxime 
• 618-65-5 helicin 
• 70981-26-9 α'-benzylidenamino-bibenzyl-α-ol 
• 441-38-3 benzoin oxime 
• 574-15-2 benzilmonoxime 
• 1689-71-0 2,3-diphenyloxirane 
• 7677-24-9 trimethylsilyl cyanide 
• 100-52-7 benzaldehyde 
• 780-25-6 N-benzylidene benzylamine 
• 169899-58-5 2-(1-hydroxy-1-phenylmethyl)-4,5-dimethylthiazole 
• 5908-41-8 benzoyltrimethylsilane 

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 
• 70981-26-9 α'-benzylidenamino-bibenzyl-α-ol 
• 93008-68-5 (1S,2S)-2-acetoxy-1,2-diphenyl-ethylamine 
• 93008-68-5 (1R,2R)-2-acetoxy-1,2-diphenyl-ethylamine 
• 7431-13-2 threo-2-acetamido-1,2-diphenylethan-1-ol 
• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 19190-95-5 rel-(4R,5R)-4,5-diphenyloxazolidin-2-one 
• 86286-49-9 cis-4,5-diphenyl-1,3-oxazolidin-2-one 
• 23204-70-8 (4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one 
• 1309791-27-2 1,2-diphenyl-2-(trimethylsilyloxy)ethanamine 

Relevant academic research and scientific papers

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.

Stereodivergent approach to syn- and anti 2-amino-1,2-diarylethanols using oxazaborolidine-mediated asymmetric reduction

Highly enantioselective reduction of 1,2-diaryl-2-benzyloxyiminoethanones was conducted using oxazaborolidine derived from L-threonine and BH3· SMe2 to give β-imino alcohols in high enantiomeric purity. Subsequent reduclion of the imino functionality afforded either syn- or anti-2-amino-1,2-diarylethanols in high enantiomeric purity by choosing appropriate reduction conditions.

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.

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.

Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides

The direct, catalytic substitution of unactivated alcohols remains an undeveloped area of organic synthesis. Moreover, catalytic activation of this difficult electrophile with predictable stereo-outcomes presents an even more formidable challenge. Described herein is a simple iron-based catalyst system which provides the mild, direct conversion of secondary and tertiary alcohols to sulfonamides. Starting from enantioenriched alcohols, the intramolecular variant proceeds with stereoinversion to produce enantioenriched 2- and 2,2-subsituted pyrrolidines and indolines, without prior derivatization of the alcohol or solvolytic conditions.

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.

Chiral morphine quinoline compound preparation method and chiral amino acid preparation method of compound

The invention provides chiral morpholine compounds. The structural general formula of the chiral morpholine compounds is as shown in the description. The invention further comprises a preparation method of the chiral morpholine compounds. The chiral morpholine compounds are prepared by using benzoin as a starting material, performing reductive amination, and performing chemical resolution on enantiomers and acid-catalyzed ester condensation reaction. The invention further provides amino acid compounds prepared from the chiral morpholine compounds, and a preparation method and application of the amino acid compounds.

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).

Pseudoephenamine: A practical chiral auxiliary for asymmetric synthesis

Unrestricted: Pseudoephenamine is introduced as a versatile chiral auxiliary and an alternative to pseudoephedrine in asymmetric synthesis. It is free from regulatory restrictions and leads to remarkable stereocontrol in alkylation reactions, especially in those that form quaternary carbon centers. Amides derived from pseudoephenamine exhibit a high propensity to be crystalline substances, and provide sharp, well-defined signals in NMR spectra. Copyright