160456-56-4

Basic information

• Product Name: 3-Penten-2-one, 5-hydroxy-3-methyl-, (3E)- (9CI)
• Synonyms: 3-Penten-2-one, 5-hydroxy-3-methyl-, (3E)- (9CI)
• CAS NO: 160456-56-4
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.1424
• Product Categories: ACETYLGROUP
• Mol File: 160456-56-4.mol

Chemical Properties

• Boiling Point: 231.7±23.0 °C(Predicted)
• Appearance: /
• Density: 0.987±0.06 g/cm3(Predicted)
• PKA: 13.78±0.10(Predicted)
• CAS DataBase Reference: 3-Penten-2-one, 5-hydroxy-3-methyl-, (3E)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Penten-2-one, 5-hydroxy-3-methyl-, (3E)- (9CI)(160456-56-4)
• EPA Substance Registry System: 3-Penten-2-one, 5-hydroxy-3-methyl-, (3E)- (9CI)(160456-56-4)

Safety Data

• Hazardous Substances Data: 160456-56-4(Hazardous Substances Data)

Upstream product

• 6153-06-6 (E)-3-methylpent-2-en-4-yn-1-ol 
• 61779-56-4 (3E)-5-acetoxy-3-methyl-3-penten-2-one 
• 1026879-50-4 (E)-5-(4-Methoxy-benzyloxy)-3-methyl-pent-3-en-2-one 
• 23147-58-2 glycolaldehyde dimer 
• 26487-92-3 3-(triphenylphosphoranylidene)butan-2-one 
• 167687-18-5 (2E)-4-(4-methoxybenzyloxy)-2-methylbut-2-enoic acid ethyl ester 
• 35272-88-9 trans-1-acetoxy-3-methyl-2-penten-4-yne 

Downstream Products

• 160456-54-2 (2E)-3-methyl-4-oxo-2-pentenal 
• 71339-40-7 3-methyl-4-oxo-pent-2-enoic acid 
• 161807-14-3 (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene 
• 161807-13-2 (-)-(1S)-4-((E)-5-(tert-butyldiphenylsiloxy)-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene 
• 139312-00-8 (1R,4S)-2-((3R,4S)-2,4-dimethyl-1-triisopropylsiloxy-3-triisopropylsiloxymethyl-cyclohexene-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 139278-51-6 (1R,4S)-2-((3S,4R)-2,4-dimethyl-1-triisopropylsiloxy-3-triisopropylsiloxymethyl-cyclohexene-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 1352125-86-0 (1S,6S)-(+)-4-[(4R,E)-5-tert-butyldiphenylsilyloxy-4-methyl-2-pentenyloxy]-1,5-dimethyl-6-hydroxy-9-oxo-8-oxabicyclo[4.3.0]non-4⁽⁵⁾-ene 
• 1352125-79-1 (1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 1352125-77-9 (1R,4S)-2-((2R,3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohexanone-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 139278-50-5 (E)-3-methyl-2,5-bis(triisopropylsiloxy)-1,3-pentadiene 
• 4586-97-4 (all-E)-sintaxanthin 

Relevant articles and documents

Studies culminating in the total synthesis and determination of the absolute configuration of (-)-saudin

A full account of studies that culminated in the total synthesis of both antipodes and the assignment of its absolute configuration of Saudin, a hypoglycemic natural product. Two approaches are described, the first proceeding though bicyclic lactone intermediates and related second monocyclic esters. The former was obtained via asymmetric Diels-Alder cycloaddition and the latter by an asymmetric annulation protocol. Both approaches employ a Lewis acid promoted Claisen rearrangement, with the successful approach taking advantage of bidentate chelation to control the facial selectivity of the key Claisen rearrangement.

A novel synthesis of functionalized tetrahydrofurans by an Oxa-Michael/Michael cyclization of γ-hydroxyenones

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Synthetic study on gymnodimine: Highly stereoselective construction of substituted tetrahydrofuran and cyclohexene moieties

The synthetic studies on gymnodimine, a shellfish toxin, are described. This marine toxin consists of 16-membered carbocycle, tetrahydrofuran, and spiro-imine moieties. Our synthetic strategy involves the stereoselective allylation of tetrahydrofuran compound and the exo-selective intramolecular Diels-Alder reaction.

Total Synthesis of C31-Methyl Ketone Apocarotenoids: Sintaxanthin and (3R)-3-Hydroxysintaxanthin

The previously undescribed (all-E)-2,7,11-trimethyl-12-oxo-2,4,6,8,10-tridecapentenal has been synthesised in 26percent overall yield in six steps from the readily available 3-methyl-2-penten-4-yn-1-ol and 2,7-dimethyl-2,4,6-octatrienedial.This C16-keto aldehyde was used in the first total synthesis of fully characterised (all-E)-sintaxanthin and optically active (all-E)-(3R)-3-hydroxysintaxanthin.The C16-keto aldehyde is a versatile building block for any C31-methyl ketone apocarotenoid.