108053-20-9

Basic information

• Product Name: (2S,3S)-2-((R)-1-Hydroxy-ethyl)-3-(4-methoxy-benzylamino)-5-trimethylsilanyl-pent-4-ynethioic acid S-phenyl ester
• CAS NO: 108053-20-9
• Molecular Weight: 441.667
• Mol File: 108053-20-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S)-2-((R)-1-Hydroxy-ethyl)-3-(4-methoxy-benzylamino)-5-trimethylsilanyl-pent-4-ynethioic acid S-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-2-((R)-1-Hydroxy-ethyl)-3-(4-methoxy-benzylamino)-5-trimethylsilanyl-pent-4-ynethioic acid S-phenyl ester(108053-20-9)
• EPA Substance Registry System: (2S,3S)-2-((R)-1-Hydroxy-ethyl)-3-(4-methoxy-benzylamino)-5-trimethylsilanyl-pent-4-ynethioic acid S-phenyl ester(108053-20-9)

Safety Data

• Hazardous Substances Data: 108053-20-9(Hazardous Substances Data)

Upstream product

• 625-72-9 (R)-3-hydroxybutyric acid 

Downstream Products

• 105620-49-3 (3R,4R)-4-Ethynyl-3-((S)-1-hydroxy-ethyl)-1-(4-methoxy-benzyl)-azetidin-2-one 
• 98729-69-2 (3S,4S)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-benzyl)-4-phenylsulfanylethynyl-azetidin-2-one 

Relevant articles and documents

A method for the synthesis of alkynyl phenyl sulfides from alkynyltrimethylsilanes. A novel, efficient synthesis of the thienamycin intermediate from 3(R)-hydroxybutyric acid

The mechanism of the one-pot conversion of β-amino thiol esters of type 3 to β-lactams of type 4 has been clarified, and it is proposed that the actual active species is a PhSSPh-CuOTf complex. Through the use of this novel reaction, an efficient synthesis of the thienamycin intermediate 2, starting with 3(R)-hydroxybutyric acid, has been achieved. Furthermore, the combined reagents (PhSSPh-CuOTf) have been demonstrated to be a powerful source of PhS+ through the conversion of several alkynyltrimethylsilanes to alkynyl phenyl sulfides.