146514-10-5

Basic information

• Product Name: 4-trimethylsilylbut-3-yn-2-yl N-phenylcarbamate
• Synonyms: 4-trimethylsilylbut-3-yn-2-yl N-phenylcarbamate
• CAS NO: 146514-10-5
• Molecular Weight: 261.396
• Mol File: 146514-10-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-trimethylsilylbut-3-yn-2-yl N-phenylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-trimethylsilylbut-3-yn-2-yl N-phenylcarbamate(146514-10-5)
• EPA Substance Registry System: 4-trimethylsilylbut-3-yn-2-yl N-phenylcarbamate(146514-10-5)

Safety Data

• Hazardous Substances Data: 146514-10-5(Hazardous Substances Data)

Upstream product

• 103253-60-7 4-trimethylsilyl-3-butyn-2-ol 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 146514-06-9 3-butyn-2-ol, carbanilate 
• 146566-29-2 (E)-trimethyl-(1-phenyl-but-2-enyl)-silane 
• 146513-67-9 (Z)-4-trimethylsilylbut-3-en-2-yl N-phenylcarbamate 

Relevant articles and documents

On the stereochemical course of palladium-catalyzed cross-coupling of allylic silanolate salts with aromatic bromides

The stereochemical course of palladium-catalyzed cross-coupling reactions of an enantioenriched, a-substituted, allylic silanolate salt with aromatic bromides has been investigated. The allylic silanolate salt was prepared in high geometrical (Z/E, 94:6) and high enantiomeric (94:6 er) purity by a coppercatalyzed SN2′ reaction of a resolved allylic carbamate. Eight different aromatic bromides underwent crosscoupling with excellent constitutional site-selectivity and excellent stereospecificity. Stereochemical correlation established that the transmetalation event proceeds through a syn SE′ mechanism which is interpreted in terms of an intramolecular delivery of the arylpalladium electrophile through a key intermediate that contains a discrete Si-O-Pd linkage.