129704-13-8

Basic information

• Product Name: (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL
• Synonyms: (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL;)-2-Amino-1,1,2-triphenylethanol;(2S)-1,1,2-Triphenyl-2-aminoethanol;(S)-1,1,2-Triphenyl-2-aminoethanol;S-N-Boc-2-Amino-1,1-diphenyl-1-propanol;(S)-(-)-2-Amino-1,1,2-triphenylethanol 97%;(S)-2-Amino-1,1,2-triphenylethanol,99%e.e.;(2S)-2-amino-1,1,2-triphenylethanol
• CAS NO: 129704-13-8
• Molecular Formula: C₂₀H₁₉NO
• Molecular Weight: 289.37
• Product Categories: Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 129704-13-8.mol
• Article Data: 27

Chemical Properties

• Melting Point: 128-132 °C(lit.)
• Boiling Point: 456 °C at 760 mmHg
• Flash Point: 229.6 °C
• Appearance: /
• Density: 1.162±0.06 g/cm3 (20 ºC 760 Torr)
• PKA: 10.89±0.50(Predicted)
• CAS DataBase Reference: (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL(129704-13-8)
• EPA Substance Registry System: (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL(129704-13-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 129704-13-8(Hazardous Substances Data)

Usage

General Description

(S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL is a chiral compound that consists of a triphenylethanol core with an amino group on the chiral center. It is often used as a chiral auxiliary in asymmetric synthesis and as a ligand in catalytic asymmetric synthesis. (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL has been found to exhibit anti-inflammatory and antioxidant properties, making it potentially useful in pharmaceutical and cosmetic applications. The unique structure of (S)-(-)-2-AMINO-1,1,2-TRIPHENYLETHANOL makes it a versatile molecule with potential applications in a wide range of chemical and biological fields.

Upstream product

• 119-61-9 benzophenone 
• 100-46-9 benzylamine 
• 690629-64-2 N-benzylidene-2-methoxy-1-phenylethanamine 
• 1395342-20-7 2-(2-methoxy-1-phenylethylamino)-1,1,2-triphenylethanol 
• 100-52-7 benzaldehyde 
• 875-74-1 (R)-phenylglycine 
• 108-86-1 bromobenzene 
• 19883-41-1 D-phenylglycine methyl ester hydrochloride 
• 1395342-04-7 (R)-2-((S)-2-methoxy-1-phenylethylamino)-1,1,2-triphenylethanol 
• 862776-58-7 (S)-N-benzylidene-2-methylpropane-2-sulfinamide 
• 223930-75-4 ((methoxymethoxy)methylene)dibenzene 
• 6591-61-3 (S)-Phenylglycine methyl ester 
• 59410-82-1 (S)-α-phenylglycine ethyl ester hydrochloride 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 62183-23-7 4,5,5-triphenyl-oxazolidin-2-one 
• 873977-89-0 hippuric acid-(2-hydroxy-1,2,2-triphenyl-ethylamide) 
• 153887-73-1 5-hydro-2,3-benzo-7-diphenil-8-1,4,6-threeoxa-9-aza-5-phospaspiro-<4.4>nonane 
• 212252-50-1 (3S,7aR)-7a-Methyl-2,2,3-triphenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 1733-63-7 1,2,2-triphenylethan-1-one 
• 119-61-9 benzophenone 
• 100-46-9 benzylamine 
• 374930-39-9 (S_s,S)-allyl tert-butanesulfinamide 

Relevant articles and documents

DICARBOXIMIDE-BASED CLATHRATE DESIGN. HOST SYNTHESIS, INCLUSION FORMATION AND X-RAY CRYSTAL STRUCTURES OF A FREE HOST AND OF INCLUSION COMPOUDS WITH 2- AND 3-METHYLCYCLOHEXANONE, 3-METHYLCYCLOPENTANONE, BUTYRONITRILE, PROPAN-1-OL and (-)-FENCHONE GUESTS

Crystalline host compounds consisting of a roof-shaped dicarboximide framework and pendant diarylethanol analogous subunits were synthesized and shown to form inclusion complexes with small organic molecules such as alcohols, amines, ketones or polar and apolar organic solvents.Clathrate efficiency and selectivity depend on the particular host structure.The crystal and molecular structures of a free host compound (2a) and inclusion compounds were determined by x-ray diffraction analysis.In all the structures, the hydroxyl group is involved in intramolecular hydrogen bonds and the host and guest molecules are held by lattice forces only.The channels and cavities left in the host matrix are large enough to allow disorder or high thermal displacement parameters of the guest molecules.The local packing coeffecients for all guests are 0.42 on average.

Synthesis and structure determination of novel chiral imine-alkoxytitanium complexes

The imines 4 containing a diphenylcarbinol moiety serve as chiral ligands in novel enantiomerically pure imine-alkoxytitanium(IV) complexes. Depending on the molar ratio of the starting materials, imines 4 and titanium tetraisopropoxide, mono-chelated complexes 5 or bis-chelated complexes 6/7 result. The latter are formed diastereoselectively and the isomers 6 are main or exclusive products. Their (A) configuration is determined by a crystal-structure analysis of 6b. The bis-ligand complexes 6 or mixtures of 6/7, which are found to be remarkably stable, are used as precursors not only for the reactive dihalo complexes 8a/8b but also for the preparation of the mixed chloroisopropoxytitanium complex 8c.

Synthesis of acrylic polymer beads for solid-supported proline-derived organocatalysts

A completely non-chromatographic and highly large-scale adaptable synthesis of acrylic polymer beads containing proline and prolineamides has been developed. Novel monomeric proline (meth)acrylates are prepared from hydroxyproline in only one step. Free-radical copolymerization then gives solid-supported proline organocatalysts directly in as little as two steps overall, without using any prefabricated solid supports, by using either droplet or dispersion polymerization. These affordable acrylic beads have highly favorable and adjustable swelling characteristics and are excellent reusable catalysts for organocatalytic reactions.

Iron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes

The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides. This journal is

Addition of the Lithium Anion of Diphenylmethanol Methyl/Methoxymethyl Ether to Nonracemic Sulfinimines: Two-Step Asymmetric Synthesis of Diphenylprolinol Methyl Ether and Chiral (Diphenylmethoxymethyl)amines

Addition of the lithium anion generated from diphenylmethanol methyl and methoxymethyl ether to nonracemic sulfinimines afforded the corresponding addition products in excellent diastereoselctivity and yields. Deprotection of the MOM as well as sulfinyl groups rendered the enantiopure (diphenylhydroxymethyl)amines in excellent yields. The procedure was applied for a two-step synthesis of diphenylprolinol, a privileged ligand in asymmetric catalysis.