79868-78-3

Basic information

• Product Name: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL
• Synonyms: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL;(2S)-1,1,3-Triphenyl-2-amino-1-propanol;(S)-1,1,3-Triphenyl-2-amino-1-propanol;(S)-2-Amino-1,1,3-triphenyl-1-propanol,99%e.e.
• CAS NO: 79868-78-3
• Molecular Formula: C₂₁H₂₁NO
• Molecular Weight: 303.4
• Product Categories: Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 79868-78-3.mol
• Article Data: 32

Chemical Properties

• Melting Point: 139-144 °C(lit.)
• Boiling Point: 502.3 °C at 760 mmHg
• Flash Point: 257.6 °C
• Appearance: /
• Density: 1.145 g/cm³
• Vapor Pressure: 6.57E-11mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL(79868-78-3)
• EPA Substance Registry System: (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL(79868-78-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 79868-78-3(Hazardous Substances Data)

Usage

Description

(S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL is a chiral compound characterized by a central carbon atom connected to three phenyl groups, an amino group, and a hydroxyl group. It is known for its unique stereochemical properties and selectivity, which make it a valuable asset in various scientific fields.

Uses

Used in Organic Synthesis:
(S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL is used as a chiral auxiliary for controlling the stereochemistry of reactions, ensuring the production of enantiomerically pure compounds. This is crucial in the synthesis of complex organic molecules with specific biological activities.
Used in Asymmetric Catalysis:
In the pharmaceutical and fine chemical industries, (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL serves as a chiral ligand in asymmetric catalysis. Its role is to facilitate the synthesis of enantiomerically pure compounds, which are essential for the development of effective and safe drugs.
Used in Drug Discovery:
(S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL is utilized in drug discovery for its potential to create novel compounds with specific biological targets. Its stereochemical properties allow for the design of molecules with high selectivity, leading to more effective treatments with fewer side effects.
Used in Medicinal Chemistry:
In medicinal chemistry, (S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL is employed to develop new pharmaceutical agents with improved efficacy and selectivity. Its unique structure enables the creation of compounds that can interact with biological targets in a highly specific manner.
Used in Materials Science:
(S)-(-)-2-AMINO-1,1,3-TRIPHENYL-1-PROPANOL also finds applications in materials science, where its stereochemistry can be exploited to design new materials with tailored properties, such as chiral polymers and other advanced materials with specific optical, electronic, or mechanical characteristics.

InChI:InChI=1/C21H21NO/c22-20(16-17-10-4-1-5-11-17)21(23,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20,23H,16,22H2/t20-/m0/s1

Upstream product

• 63-91-2 L-phenylalanine 
• 108-86-1 bromobenzene 
• 3081-24-1 H-Phe-OEt 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 100-58-3 phenylmagnesium bromide 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 13033-84-6 D-phenylalanine methyl ester hydrochloride 
• 57728-37-7 DL-2-Amino-1,1,3-triphenyl-1-propanol 
• 21685-51-8 D-phenylalanine methyl ester 
• 673-06-3 D-(R)-phenylalanine 
• 87877-11-0 Phe-Chlor 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 

Downstream Products

• 191274-50-7 (S)-4,4-diphenyl-5-benzyloxazolidin-2-thione 
• 1009079-81-5 N-(1S)-(1-benzyl-2-hydroxy-2,2-diphenyl-ethyl)-C-[(1S,4R)-7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 1318802-56-0 (S)-5-benzyl-6,6-diphenylmorpholin-3-one 
• 1312749-50-0 1,3-bis((S)-1-hydroxy-1,1,3-triphenylpropan-2-yl)thiourea 
• 1335150-71-4 C₃₁H₃₄N₂OSSi 
• 1318762-62-7 (S,S)-2-amino-N-(1-hydroxy-1,1,3-triphenylpropan-2-yl)-3-phenylpropanamide 
• 1131711-71-1 (S,S)-2-amino-N-(1-hydroxy-1,1,3-triphenylpropan-2-yl)-4-methylpentanamide 
• 57728-37-7 DL-2-Amino-1,1,3-triphenyl-1-propanol 
• 191274-51-8 (R)-4,4-diphenyl-5-benzyloxazolidin-2-thione 
• 1318762-59-2 (S,S)-2-amino-N-(1-hydroxy-1,1,3-triphenylpropan-2-yl)-3-methylbutanamide 

Relevant articles and documents

Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes

Simple primary β-amino alcohols act as an efficient organocatalysts in the asymmetric Michael addition of β-keto esters with nitroalkenes affording highly pure chiral Michael adducts. Also, both enantiomers of the adducts were obtained, depending on the specific catalyst used and reaction temperature.

Total Synthesis of the Marine Macrolide Amphidinolide F

A new and efficient convergent approach toward the synthesis of amphidinolide F is described through the assembly of three fragments. The two trans-tetrahydrofurans were built by a diastereoselective C-glycosylation with titanium enolate of bulky N-acetyloxazolidinethiones. The side chain was inserted by a Liebeskind-Srogl cross-coupling reaction. A sulfone condensation/desulfonylation sequence, a Stille cross-coupling, and a macrolactonization were applied to connect the fragments.

Simple primary β-amino alcohol catalyzed enantioselective Diels-Alder reaction of 3-hydroxy-2-pyridones

The simple primary β-amino alcohol catalyzed Diels-Alder reaction of 3-hydroxy-2-pyridones as dienes with N-substituted maleimides to provide the highly substituted optically active isoquinuclidines as a single diastereomers in excellent enantioselectivities (up to 98%) with excellent chemical yields (up to 95%) was demonstrated. A range of simple β-amino alcohols were synthesized from the corresponding inexpensive amino acids and their catalytic activity was examined for this reaction.