73127-51-2

Basic information

• Product Name: (2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate
• Synonyms: (2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate
• CAS NO: 73127-51-2
• Molecular Weight: 486.716
• Mol File: 73127-51-2.mol

Chemical Properties

• CAS DataBase Reference: (2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate(73127-51-2)
• EPA Substance Registry System: (2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate(73127-51-2)

Safety Data

• Hazardous Substances Data: 73127-51-2(Hazardous Substances Data)

Upstream product

• 37905-04-7 (2E,6E)-8-bromo-3,7-dimethylocta-2,6-dienyl acetate 
• 53254-60-7 3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 37905-03-6 8-hydroxygeranyl acetate 
• 37905-02-5 (2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate 
• 6138-90-5 trans-geranyl bromide 
• 106-24-1 Geraniol 

Downstream Products

• 71816-56-3 (2E,6E,10E)-3,7,11,15-tetramethyl-9-p-tolylsulphonylhexadeca-2,6,10,14-tetraen-1-ol 
• 13190-97-1 solanesol 
• 15575-04-9 decaprenol 
• 50848-64-1 2E,6E,10E-geranylgeranyl bromide 
• 33569-79-8 (E,E,E,E,E,E,E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-ol 
• 68690-47-1 1-methyl-4-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]sulfonyl}benzene 
• 78284-76-1 (2E,6E,9E)-3,7,11,15-tetramethyl-1-p-tolylsulphonylhexadeca-2,6,9,14-tetraene 
• 68690-49-3 (2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyl-1-p-tolylsulphonyltetracosa-2,6,10,14,18,22-hexaene 
• 78284-77-2 (2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyl-9-p-tolylsulphonyltetracosa-2,6,10,14,18,22-hexaen-1-ol 
• 73127-53-4 (2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyl-9-p-tolylsulphonyltetracosa-2,6,10,14,18,22-hexaenyl acetate 
• 68731-63-5 1-methyl-4-{[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]sulfonyl}benzene 
• 1100356-98-6 (2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate 
• 1552302-69-8 (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate 

Relevant articles and documents

A convergent stereocontrolled synthesis of [3-14C]solanesol

In this communication, we report the synthesis of 5 mCi of [3- 14C]solanesol (1) prepared from ethyl [3-14C]acetoacetate and (all-E)-octaprenyl bromide (2) in four steps, with a specific radioactivity of 19.83 mCi/mmol and with a chemical/ stereochemical and radiochemical purity of ≥ 95%. (Figure 1). Position 3 of the chain was selected for 14C labelling because of the metabolic stability of this position. Unlabelled (all-E)-octaprenyl (18) (Scheme 4) necessary for this work was prepared via a convergent iterative 'allyl-allyl' coupling approach of precursors easily derived from readily available inexpensive starting materials. Copyright

An improved convergent strategy for the synthesis of oligoprenols

A practical and highly regio- and stereoselective synthesis of oligoprenols starting from commercially available geraniol is described. The convergent synthetic strategy features the iterative allyl-allyl coupling of monomers easily derived from geraniol that contain one reacting terminal functional group and the repetitive reductive elimination of the p-toluenesulfonyl (Ts) groups.

Polyene alcohol derivative and process for producing the same

There is disclosed a novel polyene alcohol derivative of the formula [I]: wherein, R represents a hydrogen atom or a protective group for a hydroxy group, and Y represents the following group: wherein, R represents a hydrogen atom or a protective group for a hydroxy group, and Y represents the following group, and a production method thereof.

Stereoselective Synthesis of Solanesol and all-trans-Decaprenol

Allylic p-tolyl sulphonates (5), (14), and (16) couple with allylic bromide (7) and geranyl bromide to produce regio- and stereo-chemically pure 1,5-diene systems.The coupling of all-trans-ω-bromogeranyl acetate (7) with geranyl p-tolyl sulphone (5) and higher isoprenologues (21), (24), and (27), followed by reductive elimination of p-tolylsulphonyl group, furnishes a stereoselective synthesis of all-trans-polyprenols (3), (23), (26), and decaprenol (1b).Solanesol (1a) was synthesised using trans-4-chloroprenyl acetate (29) instead of (7).