253882-11-0

Basic information

• Product Name: (S)-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• Synonyms: (S)-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• CAS NO: 253882-11-0
• Molecular Weight: 587.759
• Mol File: 253882-11-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate(253882-11-0)
• EPA Substance Registry System: (S)-6-phenyl-4-(triphenylmethoxy)-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate(253882-11-0)

Safety Data

• Hazardous Substances Data: 253882-11-0(Hazardous Substances Data)

Upstream product

• 205067-96-5 6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 
• 253881-99-1 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid 5-oxo-pentyl ester 
• 257629-47-3 5-hydroxypentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 
• 146176-60-5 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride 
• 205068-10-6 4-hydroxy-6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 
• 205068-09-3 4-oxobutyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 
• 205068-11-7 4-oxo-6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 
• 536-74-3 phenylacetylene 
• 76-83-5 trityl chloride 
• 253882-01-8 (+)-(S)-4-hydroxy-6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 

Relevant articles and documents

(-)-Sparteine-mediated stereoselective intramolecular carbolithiation of 4-substituted 5-hexynyl carbamates. Synthesis of enantiopure 1,3- difunctionalized alkylidene cyclopentanes

The stereoselective carbolithiation of alkynes with external chiral induction has been achieved for the first time by fusing the concepts of the asymmetric deprotonation (A) with s-BuLi/(-)-sparteine (s-BuLi/1) and the intramolecular carbolithiation (B). Several 4-functionalized 5-hexynyl carbamates with different terminal substituents have been prepared and efficiently cyclized providing enantiopure highly substituted alkylidene cyclopentanes. The presence of a sterically demanding substituent in the propargylic position is the essential feature of these cyclizations in order to suppress the abstraction of the remaining propargylic proton. Furthermore, in dependence on the terminal substituent, the 6-phenyl-substituted precursors undergo an intramolecular carbolithiation whereas for the 6- trimethylsilyl-substituted alkynes a subsequent migration of the O-carbamoyl group onto the vinylic carbanionic center follows.