23190-17-2

Usage

Uses

Used in Pharmaceutical Industry:
(1S,2S)-(-)-2-AMINO-1,2-DIPHENYLETHANOL is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique stereochemistry and functional groups enable the development of chiral drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, (1S,2S)-(-)-2-AMINO-1,2-DIPHENYLETHANOL serves as a crucial building block for the synthesis of chiral agrochemicals. Its application contributes to the development of more effective and environmentally friendly pesticides and herbicides.
Used in Materials Science:
(1S,2S)-(-)-2-AMINO-1,2-DIPHENYLETHANOL is utilized in the preparation of advanced materials with specific properties, such as chiral polymers and chiral catalysts. Its unique stereochemistry allows for the creation of materials with enhanced performance and selectivity.
Used in Asymmetric Catalysis:
As a ligand in asymmetric catalysis, (1S,2S)-(-)-2-AMINO-1,2-DIPHENYLETHANOL plays a vital role in enhancing the selectivity and efficiency of various catalytic reactions. Its chiral nature enables the production of enantiomerically pure compounds, which are essential in various applications, including pharmaceuticals and agrochemicals.

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-/m0/s1

Upstream product

• 64-17-5 ethanol 
• 87-69-4 L-Tartaric acid 
• 530-36-9 threo-1,2-diphenyl-2-aminoethan-1-ol 
• 618-65-5 helicin 
• 441-38-3 benzoin oxime 
• 574-15-2 benzilmonoxime 
• 1689-71-0 2,3-diphenyloxirane 
• 5908-41-8 benzoyltrimethylsilane 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 588-59-0 stilbene 
• 184674-48-4 (+)-(2R,3R)-trans-2,3-diphenylaziridine 
• 131350-15-7 N-[(1R,2S)-2-hydroxy-1,2-diphenylethyl]formamide 
• 91840-94-7 (R)-(-)-(E)-1,2-Diphenyl-2-(hydroxyimino)ethanol 
• 7664-93-9 sulfuric acid 

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 
• 84388-60-3 N-(α'-hydroxy-bibenzyl-α-yl)-acetamide 
• 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 
• 142452-50-4 2-Benzyl-4,5-diphenyl-oxazolidine 
• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 

Relevant academic research and scientific papers

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

DRUG COMBINATIONS CONTAINING PDE4 INHIBITORS AND NSAIDS

The present invention relates to new drug combinations which contain in addition to one or more PDE4-inhibitors at least one NSAID (=non-steroidal anti-inflammatory drug) (2), processes for preparing them and their use in treating in particular respiratory complaints such as for example COPD, chronic sinusitis and asthma. The invention particularly relates to those drug combinations which contain, in addition to one or more, preferably one PDE4 inhibitor of general formula 1 wherein X is SO or SO2, but preferably SO, and wherein R1, R2, R3 and R4 have the meanings given in claim 1, at least one NSAID (2), the preparation thereof and the use thereof for the treatment of respiratory complaints.

A new and convenient method for reduction of oximes to amines with NaBH3CN in the presence of MoCl5/NaHSO4? H2O system

Various aldoximes and ketoximes were efficiently reduced to their corresponding amines with NaBH3CN in the presence of MoCl 5/NaHSO4?H2O system. Reduction reactions were carried out in refluxing EtOH or DMF within 0.3-3.8 h to afford the amines in high to excellent yields.

A rapid and practical protocol for solvent-free reduction of oximes to amines with NaBH4/ZrCl4/Al2O3 system

Solvent-free reduction of various aldoximes and ketoximes to the corresponding amines was performed easily and efficiently with NaBH4 in the presence of ZrCl4 supported on Al2O3. The reactions were carried out rapidly (within 2 min) at room temperature to afford the amines in high to excellent yields.

An improved synthesis and resolution of cis- and trans-2,3-diphenyl morpholines

An improved procedure for the synthesis of cis- and trans-2,3-diphenyl morpholines with good overall yield is described. The stereoisomers were efficiently resolved through the corresponding diastereomeric salts using tartaric acid and (R)-mandelic acid.