55322-51-5

Upstream product

• 51-90-1 [14C]carbon dioxide 
• 117286-10-9 undecylmagnesium bromide 
• 96473-03-9 [1-14C]lauronitrile 
• 693-67-4 bromoundecane 
• 143-07-7 lauric acid 
• 112-16-3 n-dodecanoyl chloride 

Downstream Products

• 96473-03-9 [1-14C]lauronitrile 
• 65179-59-1 [1-14C]lauryl alcohol 

Relevant academic research and scientific papers

A facile synthesis of high specific activity sodium [1-14C] lauryl sulphate under microwave irradiation

A highly efficient and optimized synthesis of sodium[1-14C] lauryl sulphate having high specific activity (50 mCi/mmol) is described. Lauric acid was converted to undecyl bromide using a modified Hunsdiecker reaction. This was treated with potassium 14C cyanide (specific activity 50 mCi/mmol) using phase transfer catalysis to yield [1-14C] lauronitrile, which was subsequently hydrolysed with a mixture of concentrated hydrochloric acid:propionic acid (1:2 v/v) under microwave irradiation for 2 min to obtain [1-14C] lauric acid in quantitative yield. The latter on reaction with chlorosulphonic acid and subsequent neutralization with sodium bicarbonate yielded the title compound. Copyright

Synthesis of [14C] acids from their unlabeled counterparts and application toward a novel [14C] labeled hepatitis C virus polymerase inhibitor

A strategy has been developed for the rapid construction of a [ 14C] acid from either an aromatic or an alkyl acid via a decarboxylation-carboxylation sequence. A [14C] labeled heptatitis C virus polymerase inhibitor was prepared. Other examples and the limitations of this methodology are discussed. Copyright

Syntheses of [14C]-detergents: Octaethyleneglycol-[1-14C]-dodecylether, [1-14C]-dodecylβ-D-maltoside and dibromo-analogues

Octaethylene-glycol-dodecylether and dodecyl-β-D-maltoside are two widely used detergents in membrane protein studies. We describe here the synthesis of the 14C-labelled brominated analogues, and of the 14C-labelled forms. [1-14C]5,6-Dibromo-dodecylether was prepared by coupling [1-14C]-(Z)-1-bromododec-5-ene with octaethylene glycol followed by bromination. [1-14C]-5,6-Dibromo-dodecyl-β-D-maltoside was synthesised from [1-14C]-(Z)-dodec-5-en-1-ol via a coupling with α-bromohepta-O-acetyl-maltose followed by a deprotection step and bromination. Following similar methods, octaethyleneglycol-[1-14C]-dodecylether and [1-14C]-dodecyl-β-D-maltoside were also obtained. Copyright