357165-43-6

Basic information

• Product Name: (S)-1-(benzylamino)propan-2-ol
• Synonyms: (S)-1-(benzylamino)propan-2-ol
• CAS NO: 357165-43-6
• Molecular Weight: 165.235
• Mol File: 357165-43-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (S)-1-(benzylamino)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(benzylamino)propan-2-ol(357165-43-6)
• EPA Substance Registry System: (S)-1-(benzylamino)propan-2-ol(357165-43-6)

Safety Data

• Hazardous Substances Data: 357165-43-6(Hazardous Substances Data)

Usage

General Description

(S)-1-(benzylamino)propan-2-ol, also known as N-benzyl-N-methyl-1,2-propanediol, is a chiral compound with the chemical formula C11H17NO. It is a secondary amine and an alcohol, containing a benzyl group and a hydroxy group attached to a chiral carbon. The compound is commonly used as a chiral auxiliary in organic synthesis to control the stereochemistry of reactions. It can also be used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Additionally, (S)-1-(benzylamino)propan-2-ol has potential applications in asymmetric catalysis and as a resolving agent for racemic mixtures. Due to its chiral nature, this compound has attracted significant interest in the field of medicinal chemistry and drug development.

Upstream product

• 2799-17-9 (S)-1-amino-2-propanol 
• 100-52-7 benzaldehyde 
• 100-46-9 benzylamine 
• 16088-62-3 (S)-Propylene oxide 
• 103808-45-3 (S)-N-benzyl-2-hydroxypropionamide 
• 27159-32-6 3-benzylaminopropan-2-ol 

Downstream Products

• 120800-89-7 (S)-4-benzyl-2-methylmorpholine 
• 120800-87-5 (S)-4-benzyl-6-methylmorpholin-3-one 
• 1135561-29-3 C₁₃H₁₈BrNO₂ 
• 1383724-21-7 (R)-N-{1-(benzylamino)propan-2-yl}isoquinoline-6-sulfonamide 
• 1383724-00-2 (R)-tert-butyl 2-aminopropyl(benzyl)carbamate 
• 1383723-99-6 (R)-tert-butyl benzyl{2-(1,3-dioxoisoindolin-2-yl)propyl}carbamate 
• 1383724-20-6 (R)-tert-butyl benzyl{2-(isoquinoline-6-sulfonamide)propyl}carbamate 
• 1383723-98-5 (S)-tert-butyl benzyl(2-hydroxypropyl)carbamate 
• 1413930-76-3 (S)-ethyl 5-(benzylamino)-4-methylpent-2-ynoate 
• 1349191-61-2 (S)-3-benzyl-5-methyl-1,2,3-oxathiazolidine 2,2-dioxide 
• 1258393-95-1 (2S)-1-{benzyl[(3,5-dichloropyrazin-2-yl)methyl]amino}propan-2-ol 
• 808793-63-7 (S)-3-benzyl-3,4-dihydro-4-oxo-6-{2-[N-(2-hydroxypropyl)-N-benzyl-amino]ethyloxy}-7-methoxy-quinazolin 
• 808793-64-8 (S)-N-(2-hydroxypropyl)-N-[2-(benzyloxy)ethyl]-benzylamine 
• 118460-12-1 (S)-4-benzyl-6-methylmorpholin-2-one 

Relevant articles and documents

NOVEL HETEROARYL AND HETEROCYCLE COMPOUNDS, COMPOSITIONS AND METHODS

The invention relates to novel heteroaryl and heterocycle compounds of formula I and pharmaceutical compositions comprising them, uses and methods thereof for inhibiting the activity of PI3K and for treating inflammatory and autoimmune diseases and cancer.

A [3+3] cyclization strategy for asymmetric synthesis of alkyl substituted piperidine-2-ones using 1,2-cyclic sulfamidates: A formal synthesis of (S)-coniine from l-norvaline

Regioselective ring-opening reactions of a set of representative 1,2-cyclic sulfamidates with lithium triethylorthopropiolate proceeded efficiently to deliver the corresponding δ-amino-α,β-unsaturated esters after acidic hydrolysis. Hydrogenation of the unsaturated esters and subsequent thermal cyclization afforded the related alkyl substituted piperidine-2-ones. This approach represents a novel [3+3] cyclization strategy for the asymmetric synthesis of alkyl substituted piperidin-2-ones. Efficiency of the cyclization process is illustrated by a formal asymmetric synthesis of (S)-coniine from l-norvaline.

Synthesis of (-)-PNU-286607 by asymmetric cyclization of alkylidene barbiturates

PNU-286607 is the first member of a promising, novel class of antibacterial agents that act by inhibiting bacterial DNA gyrase, a target of clinical significance. Importantly, PNU-286607 displays little cross-resistance with marketed antibacterial agents and is active against methicillin-resistant staphylococcus aureus (MRSA) and fluoroquinoline-resistant bacterial strains. Despite the apparent stereochemical complexity of this unique spirocyclic arbituric acid compound, the racemic core is accessible by a two-step route employing a relatively obscure rearrangement of vinyl anilines, known in the literature as the "tert-amino effect." After a full investigation of the stereochemical course of the racemic reaction, starting with the meso cis-dimethylmorpholine, a practical asymmetric variant of this process was developed.