307532-07-6

Basic information

• Product Name: (S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL
• Synonyms: N,N-DIBENZYL-L-LEUCINOL;(S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL;(S)-(+)-2-(N,N-DIBENZYLAMINO)-4-METHYLPENTANOL
• CAS NO: 307532-07-6
• Molecular Formula: C₂₀H₂₇NO
• Molecular Weight: 297.43
• Product Categories: Chiral Compound
• Mol File: 307532-07-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL(307532-07-6)
• EPA Substance Registry System: (S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL(307532-07-6)

Safety Data

• Hazardous Substances Data: 307532-07-6(Hazardous Substances Data)

Usage

General Description

(S)-2-(dibenzylamino)-4-methyl-1-pentanol, also known as fonazine, is a chemical compound with the formula C21H27NO. It is a chiral compound with one stereocenter and is commonly used as a resolving agent in organic chemistry. It is also used as a chiral auxiliary for the preparation of enantiomerically pure compounds. (S)-2-(DIBENZYLAMINO)-4-METHYL-1-PENTANOL has a wide range of applications in pharmaceutical and chemical industries due to its chiral nature and ability to facilitate asymmetric synthesis. Additionally, it has been studied for its potential biological activity and has shown promise as a potential antidepressant and anticonvulsant.

Upstream product

• 7533-40-6 2-amino-4-methyl-1-pentanol 
• 100-39-0 benzyl bromide 
• 691-37-2 4-Methyl-1-pentene 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 

Downstream Products

• 130708-25-7 N,N-dibenzyl-(R)-2-amino-4-methylpentanal 
• 1263196-92-4 C₂₆H₄₁ClN₄O₃ 
• 1263198-20-4 tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(ethoxymethyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate 
• 1263198-79-3 (2R)-N,N-dibenzyl-1-ethoxy-4-methylpentan-2-amine 

Relevant articles and documents

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

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.