133080-43-0

Basic information

• Product Name: 3-Buten-2-ol,4-(2-pyridinyl)-,(E)-(9CI)
• Synonyms: 3-Buten-2-ol,4-(2-pyridinyl)-,(E)-(9CI)
• CAS NO: 133080-43-0
• Molecular Formula: C9H11NO
• Molecular Weight: 0
• Product Categories: PYRIDINE
• Mol File: 133080-43-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Buten-2-ol,4-(2-pyridinyl)-,(E)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-ol,4-(2-pyridinyl)-,(E)-(9CI)(133080-43-0)
• EPA Substance Registry System: 3-Buten-2-ol,4-(2-pyridinyl)-,(E)-(9CI)(133080-43-0)

Safety Data

• Hazardous Substances Data: 133080-43-0(Hazardous Substances Data)

Upstream product

• 94445-74-6 (E)-4-(pyridin-2-yl)but-3-en-2-one 
• 1121-60-4 pyridine-2-carbaldehyde 
• 80033-09-6 4-(2-pyridinyl)-3-butyn-2-ol 
• 109-04-6 2-bromo-pyridine 
• 300804-02-8 (E)-4-(pyridin-2-yl)but-3-en-2-ol 

Relevant articles and documents

Palladium-catalyzed dearomative cyclocarbonylation of allyl alcohol for the synthesis of quinolizinones

An approach for the synthesis of quinolizinone with potential bioactivity has been developedviapalladium-catalytic dearomative cyclocarbonylation of allyl alcohol. Diverse quinolizinone compounds could be attained with good efficiencies. A feasible reaction pathway could be a successive procedure of allylation, dearomatization, CO insertion and the Heck reaction.

One-pot two-step chemoenzymatic deracemization of allylic alcohols using laccases and alcohol dehydrogenases

A series of enantioenriched (hetero)aromatic secondary allylic alcohols has been synthesized through deracemization of the corresponding racemic mixtures combining a non-selective chemoenzymatic oxidation (laccase from Trametes versicolor and oxy-radical TEMPO) and a stereoselective biocatalyzed reduction (lyophilized cells of E. coli overexpressing an alcohol dehydrogenase, ADH). Both steps were performed in aqueous medium under very mild reaction conditions. After optimization, a sequential one-pot two-step protocol was set up, obtaining the corresponding chiral alcohols in moderate to high conversions (48–95%) and enantiomeric excess (65->99% ee). Depending on the ADH stereopreference, both antipodes from these valuable chiral synthons could be prepared, even at preparative scale (119?178 mg), in a straightforward manner.

Sequential Two-Step Stereoselective Amination of Allylic Alcohols through the Combination of Laccases and Amine Transaminases

A sequential two-step chemoenzymatic methodology for the stereoselective synthesis of (3E)-4-(het)arylbut-3-en-2-amines in a highly selective manner and under mild reaction conditions is described. The approach consists of oxidation of the corresponding racemic alcohol precursors by the use of a catalytic system made up of the laccase from Trametes versicolor and the oxy-radical TEMPO, followed by the asymmetric reductive bio-transamination of the corresponding ketone intermediates. Optimisation of the oxidation reaction, exhaustive amine transaminase screening for the bio-transaminations and the compatibility of the two enzymatic reactions were studied in depth in search of a design of a compatible sequential cascade. This synthetic strategy was successful and the combinations of enzymes displayed a broad substrate scope, with 16 chiral amines being obtained in moderate to good isolated yields (29–75 %) and with excellent enantiomeric excess values (94 to >99 %). Interestingly, both amine enantiomers can be achieved, depending on the selectivity of the amine transaminase employed in the system.