159846-15-8

Basic information

• Product Name: L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-[(1,1-dimethylethyl)diphenylsilyl]-, methyl ester
• CAS NO: 159846-15-8
• Molecular Formula: C26H37NO5Si
• Molecular Weight: 471.669
• Mol File: 159846-15-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-[(1,1-dimethylethyl)diphenylsilyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-[(1,1-dimethylethyl)diphenylsilyl]-, methyl ester(159846-15-8)
• EPA Substance Registry System: L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-[(1,1-dimethylethyl)diphenylsilyl]-, methyl ester(159846-15-8)

Safety Data

• Hazardous Substances Data: 159846-15-8(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 148205-40-7 O-tert-butyldiphenylsilyl-L-threonine methyl ester 
• 3373-59-9 L-threonine methyl ester 
• 60538-19-4 N-(tert-butoxycarbonyl)-l-threonine methyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 169905-15-1 N-(tert-Butoxycarbonyl)-O-(tert-butyldiphenylsilul)-L-threoninal 
• 870196-18-2 [2-(tert-butyl-diphenyl-silanyloxy)-1-hydroxymethyl-propyl]-carbamic acid tert-butyl ester 
• 870196-19-3 [1-bromomethyl-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid tert-butyl ester 
• 870196-21-7 2-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propylamine 
• 870196-20-6 [2-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propyl]-carbamic acid tert-butyl ester 
• 870196-25-1 2-amino-pentanedioic acid 5-amide 1-{[2-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propyl]-amide} 
• 870196-24-0 {1-[2-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid tert-butyl ester 
• 870196-22-8 [(S)-1-((S)-2-{(S)-1-[(1S,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propylcarbamoyl]-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-3-methyl-butyl]-carbamic acid benzyl ester 
• 870196-26-2 [(S)-2-((S)-2-{(S)-1-[(1S,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propylcarbamoyl]-3-carbamoyl-propylcarbamoyl}-pyrrolidin-1-yl)-1-carbamoylmethyl-2-oxo-ethyl]-carbamic acid benzyl ester 
• 159846-21-6 [(1R,2R)-1-((2R,3S)-1-Benzyl-3-benzyloxy-4-oxo-azetidin-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid tert-butyl ester 
• 159846-29-4 [(1R,2R)-1-((R)-3-Benzyl-2,5-dioxo-oxazolidin-4-yl)-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid tert-butyl ester 
• 159846-32-9 (2R,3R,4R)-2-Benzylamino-3-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid methyl ester 
• 161173-92-8 [(1R,2R)-1-((R)-1-Benzyl-3,4-dioxo-azetidin-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid tert-butyl ester 
• 159846-24-9 [(1R,2R)-1-((2R,3S)-1-Benzyl-3-hydroxy-4-oxo-azetidin-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthesis of (2R,3S) 3-amino-4-mercapto-2-butanol, a threonine analogue for covalent inhibition of sortases

L-Threonine 2 was converted in seven steps into the protected aminomercaptoalcohol 8, a threonine mimic. This compound 8 was coupled to various oligopeptides to produce two different tetrapeptide analogues, for example, 11 and 17, which were shown to inhibit the Sortase enzymes (SrtA and SrtB) via covalent attachment of the thiol groups of 11 and 17 to the catalytically active cysteine residue of the Sortase enzymes.