152857-79-9

Basic information

• Product Name: (2S)-1-(dibenzylamino)propan-2-ol
• Synonyms: (2S)-1-(dibenzylamino)propan-2-ol
• CAS NO: 152857-79-9
• Molecular Weight: 255.36
• Mol File: 152857-79-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (2S)-1-(dibenzylamino)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-1-(dibenzylamino)propan-2-ol(152857-79-9)
• EPA Substance Registry System: (2S)-1-(dibenzylamino)propan-2-ol(152857-79-9)

Safety Data

• Hazardous Substances Data: 152857-79-9(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 93723-61-6 1-(N,N-dibenzyl)amino-2-propanol 
• 60479-65-4 (S)-2-(N,N-dibenzylamino)-1-propanol 
• 2799-17-9 (S)-1-amino-2-propanol 
• 100-52-7 benzaldehyde 
• 143746-16-1 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-1-methyl-ethyl ester 

Relevant articles and documents

Discovery of a Novel Series of Potent and Selective Alkynylthiazole-Derived PI3KγInhibitors

Phosphoinositide 3-kinases (PI3Ks) are a family of enzymes that control a wide variety of cellular functions such as cell growth, proliferation, differentiation, motility, survival, and intracellular trafficking. PI3Kγplays a critical role in mediating leukocyte chemotaxis as well as mast cell degranulation, making it a potentially interesting target for autoimmune and inflammatory diseases. We previously disclosed a novel series of PI3Kγinhibitors derived from a benzothiazole core. The truncation of the benzothiazole core led to the discovery of a structurally diverse alkynyl thiazole series which displayed high PI3Kγpotency and subtype selectivity. Further medicinal chemistry optimization of the alkynyl thiazole series led to identification of compounds such as 14 and 32, highly potent, subtype selective, and CNS penetrant PI3Kγinhibitors. Compound 14 showed robust inhibition of PI3Kγmediated neutrophil migration in vivo.

SYNTHESIS OF THERAPEUTIC AND DIAGNOSTIC DRUGS CENTERED ON REGIOSELECTIVE AND STEREOSELECTIVE RING OPENING OF AZIRIDINIUM IONS

Stereoselective and regioselective synthesis of compounds via nucleophilic ring opening reactions of aziridinium ions for use in stereoselective and regioselective synthesis of therapeutic and diagnostic compounds.

Stereoselective deprotonation of chiral and achiral 2-aminoalkyl carbamates: Synthesis of optically active β-amino alcohols via 1-oxy- substituted alkyllithium intermediates

A facile protocol for the electrophilic C-substitution (methylation, acylation, α-hydroxyalkylation, and carboxylation) of several 2-(N,N- dibenzylamino)alkan-1-ols via the carbamates 10 is reported. The stereochemistry of the lithiation is greatly influenced by the complexing diamine. The substrate-directed selection between the diastereotopic a-pro-R and pro-S protons in the TMEDA-assisted deprotonation is largely shifted towards pro-S-selectivity in the presence of (-)-sparteine (4). Each of both diastereomeric series is readily accessible in several cases.