307532-06-5

Basic information

• Product Name: (R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL
• Synonyms: (R)-(+)-2-(DIBENZYLAMINO)-3-PHENYL-1- &;(-)-N,N-DIBENZYL-D-PHENYLALANINOL;(R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL;(R)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL
• CAS NO: 307532-06-5
• Molecular Formula: C₂₃H₂₅NO
• Molecular Weight: 331.45
• Product Categories: Chiral Compound
• Mol File: 307532-06-5.mol

Chemical Properties

• Melting Point: 72-76 °C
• Boiling Point: 488.0±33.0 °C(Predicted)
• Appearance: /
• Density: 1.111±0.06 g/cm3(Predicted)
• PKA: 14.67±0.10(Predicted)
• CAS DataBase Reference: (R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL(307532-06-5)
• EPA Substance Registry System: (R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL(307532-06-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 307532-06-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL is used as a chiral auxiliary in the asymmetric synthesis of pharmaceuticals for its ability to influence the stereochemistry of the products formed. This allows for the production of enantiomerically pure compounds, which is crucial in the development of effective and safe medications.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL serves as a valuable chiral auxiliary, facilitating the synthesis of various chiral compounds with specific stereochemistry. This is essential for the production of enantiomerically pure compounds, which are often required in various applications, including pharmaceuticals, agrochemicals, and fragrances.
Used in Drug Development:
(R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL is utilized as a building block in the development of new drugs and materials. Its chiral nature and ability to influence the stereochemistry of synthesized compounds make it a valuable component in the creation of novel therapeutic agents and other advanced materials.
Used as a Reagent:
In the preparation of other chiral compounds, (R)-(-)-2-(DIBENZYLAMINO)-3-PHENYL-1-PROPANOL acts as a reagent, contributing to the synthesis of enantiomerically pure products. This is particularly important in applications where the stereochemistry of the compound directly impacts its effectiveness, such as in pharmaceuticals and agrochemicals.

Upstream product

• 100-39-0 benzyl bromide 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 673-06-3 D-(R)-phenylalanine 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 

Downstream Products

• 1246973-38-5 (R)-N,N-dibenzyl-1-fluoro-3-phenylpropan-2-amine 
• 1109281-35-7 (S)-N,N-dibenzyl-2-fluoro-3-phenylpropan-1-amine 
• 131270-13-8 (R)-3-N,N-dibenzylamino-4-phenylbutanenitrile 
• 123054-12-6 N,N-dibenzyl-(R)-2-amino-3-phenylpropanal 

Relevant articles and documents

Regioselective Fluorination of α-Hydroxy-β-aminophosphonates by Using PyFluor

We report a simple protocol for the synthesis of α-fluoro-β-aminophosphonates by the regioselective fluorination of α-hydroxy-β-aminophosphonates under mild conditions. The fluorination reactions were mediated by the PyFluor reagent and occurred with the retention of configuration. The main products of this reaction were a series of α-fluoro-β-aminophosphonates, which can be used as precursors in the preparation of medicinally important compounds (e.g., dipeptide analogues).

Copper-Catalyzed Regio- and Enantioselective Aminoboration of Unactivated Terminal Alkenes

A CuCl/(R,R)-PTBP-BDPP-catalyzed regioselective and enantioselective aminoboration of simple and unactivated terminal alkenes with bis(pinacolato)diboron (pinB-Bpin) and hydroxylamines has been developed. The amino group and boryl group were incorporated

A - And B -fluorinated aminophosphonates-Synthesis and properties

Interest in synthesis of fluorinated aminophosphonates has grown significantly in recent years due to their promising applications in medicinal and bioorganic chemistry. We report herein efficient and general methods for the synthesis of α- and β-monofluo

Preparation of aminoalkyl chlorohydrin hydrochlorides: Key building blocks for hydroxyethylamine-based HIV protease inhibitors

Enantiomerically pure N,N-dibenzyl-α-amino aldehydes reacted with (chloromethyl)lithium, generated in situ from bromochloromethane and lithium metal, to give predominantly erythro aminoalkyl epoxides. Treatment of the crude epoxides with aqueous hydrochloric acid gave crystalline (2S,3S)-N,N-dibenzylamino chlorohydrin hydrochlorides in 32-56% overall yield and high isomeric purity. These compounds are versatile synthetic intermediates for the preparation of hydroxyethylamine-based HIV protease inhibitors, either directly as such, or via conversion to the corresponding N-Boc(2S,3S)-aminoalkyl epoxides. The processes described do not make use of hazardous reagents or intermediates, do not require chromatographic purifications, and are thus amenable to the preparation of large quantities of these versatile building blocks.