26191-63-9

Basic information

• Product Name: (S)(+)-2-BENZYLAMINO-1-BUTANOL
• Synonyms: (S)(+)-2-BENZYLAMINO-1-BUTANOL
• CAS NO: 26191-63-9
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• Mol File: 26191-63-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 74-75 °C
• Boiling Point: 115-117 °C(Press: 2 Torr)
• Appearance: /
• Density: 1.004±0.06 g/cm3(Predicted)
• PKA: 14.59±0.10(Predicted)
• CAS DataBase Reference: (S)(+)-2-BENZYLAMINO-1-BUTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)(+)-2-BENZYLAMINO-1-BUTANOL(26191-63-9)
• EPA Substance Registry System: (S)(+)-2-BENZYLAMINO-1-BUTANOL(26191-63-9)

Safety Data

• Hazardous Substances Data: 26191-63-9(Hazardous Substances Data)

Usage

General Description

(S)(+)-2-BENZYLAMINO-1-BUTANOL, also known as S-(+)-N-Benzyl-2-amino-1-butanol, is a chiral compound with the molecular formula C11H17NO. It is an amino alcohol that contains a benzyl group and is used as a chiral auxiliary in organic synthesis. (S)(+)-2-BENZYLAMINO-1-BUTANOL has been found to be useful in the asymmetric synthesis of various organic compounds, including pharmaceuticals and agrochemicals. It is also used as a resolving agent in the enantioselective synthesis of chiral compounds. Additionally, it has potential applications in the development of new drugs and in medicinal chemistry research. Overall, (S)(+)-2-BENZYLAMINO-1-BUTANOL plays a key role in the production of enantiomerically pure compounds, making it an important chemical in the field of organic chemistry.

Upstream product

• 26020-80-4 (-)-2-(benzyl)amino-1-butanol 
• 151302-44-2 (S)-2-Benzylamino-butyric acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester 
• 156865-68-8 ethyl 2-(benzylamino)butanoate 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 174172-94-2 (S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-butan-1-ol 
• 87068-75-5 S-(+)-2-benzoylamino-n-butyric acid 
• 95341-80-3 (S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-butan-1-ol 

Downstream Products

• 873196-92-0 (S)-2-(benzyl(1-hydroxybutan-2-yl)amino)acetonitrile 
• 871834-65-0 (S)-2-(benzyl(2-nitro-4-(trifluoromethyl)phenyl)amino)butan-1-ol 
• 873196-99-7 (2R,3S,4S)-(1-benzyl-2-cyano-4-ethyl-azetidin-3-yl)-acetic acid ethyl ester 
• 873197-00-3 (2S,3S,4S)-(1-benzyl-2-cyano-4-ethyl-azetidin-3-yl)-acetic acid ethyl ester 
• 873196-95-3 (2E,4S)-4-(benzyl-cyanomethyl-amino)-hex-2-enoic acid ethyl ester 
• 5856-62-2 (S)-2-aminobutan-1-ol 

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.

Azetidinic amino acids: Stereocontrolled synthesis and pharmacological characterization as ligands for glutamate receptors and transporters

A set of ten azetidinic amino acids, that can be envisioned as C-4 alkyl substituted analogues of trans-2-carboxyazetidine-3-acetic acid (t-CAA) and/or conformationally constrained analogues of (R)- or (S)-glutamic acid (Glu) have been synthesized in a diastereo- and enantiomerically pure form from ss-amino alcohols through a straightforward five step sequence. The key step of this synthesis is an original anionic 4-exo-tet ring closure that forms the azetidine ring upon an intramolecular Michael addition. This reaction was proven to be reversible and to lead to a thermodynamic distribution of two diastereoisomers that were easily separated and converted in two steps into azetidinic amino acids. Azetidines 35-44 were characterized in binding studies on native ionotropic Glu receptors and in functional assays at cloned metabotropic receptors mGluR1, 2 and 4, representing group I, II and III mGlu receptors, respectively. Furthermore, azetidine analogues 35, 36 and 40 were also characterized as potential ligands at the glutamate transporter subtypes EAAT1-3 in the FLIPR Membrane Potential (FMP) assay. The (2R)-azetidines 35, 37, 39, 41 and 43 were inactive in iGlu, mGlu and EAAT assays, whereas a marked change in the pharmacological profile at the iGlu receptors was observed when a methyl group was introduced in the C-4 position, compound 36 versus t-CAA. At EAAT1-3, compound 35 was inactive, whereas azetidines 36 and 40 were both identified as inhibitors and showed selectivity for the EAAT2 subtype. The Royal Society of Chemistry 2005.

Derivatives of (R) and (S)-2-amino-1-butanol as possible anti-arrhythmics

The chiral imines derived from (R) and (S)-2-amino-1-butanol have been reported.Some of the chiral imines have been found to be in equilibrium with the corresponding 1,3-oxazolidines, which on treatment with sodium borohydride in methanol are reduced to the corresponding N-benzyl derivatives.