1019202-24-4

Basic information

• Product Name: phenyl[(triisopropylsilanyl)ethynyl]carbamic acid tert-butyl ester
• Synonyms: phenyl[(triisopropylsilanyl)ethynyl]carbamic acid tert-butyl ester
• CAS NO: 1019202-24-4
• Molecular Weight: 373.611
• Mol File: 1019202-24-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: phenyl[(triisopropylsilanyl)ethynyl]carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl[(triisopropylsilanyl)ethynyl]carbamic acid tert-butyl ester(1019202-24-4)
• EPA Substance Registry System: phenyl[(triisopropylsilanyl)ethynyl]carbamic acid tert-butyl ester(1019202-24-4)

Safety Data

• Hazardous Substances Data: 1019202-24-4(Hazardous Substances Data)

Upstream product

• 142-04-1 aniline hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 62-53-3 aniline 
• 89343-06-6 tris-iso-propylsilyl acetylene 
• 3422-01-3 tert-butyl phenylcarbamate 
• 111409-79-1 1-bromo-2-(triisopropylsilyl)acetylene 

Downstream Products

• 1019202-25-5 ethynyl(phenyl)carbamic acid tert-butyl ester 
• 1297961-57-9 (E)-tert-butyl 3-oxo-3-(piperidin-1-yl)prop-1-enyl(phenyl)carbamate 
• 1297961-61-5 (E)-methyl 3-(tert-butoxycarbonyl(phenyl)amino)acrylate 
• 1297961-48-8 (E)-tert-butyl 3-oxo-3-(propylamino)prop-1-enyl(phenyl)carbamate 
• 1297961-55-7 (E)-tert-butyl 3-oxo-3-(phenethylamino)prop-1-enyl(phenyl)carbamate 
• 1297961-56-8 (E)-tert-butyl 3-(cyclohexylamino)-3-oxoprop-1-enyl(phenyl)carbamate 

Relevant articles and documents

Experimental and computational investigation of the 1,3-dipolar cycloaddition of the ynamide tert-butyl N-Ethynyl-N-phenylcarbamate with c-carboxymethyl-N-phenylnitrilimine

The reactivity of the ynamide tert-butyl N-ethynyl-N-phenylcarbamate (1) in the 1,3-dipolar cycloaddition (1,3-DC) with C-carboxymethyl-N-phenylnitrilimine was investigated. This [3+2] cycloaddition affords the 5-amino pyrazole as a single regioisomer. Th

Azetidinimines as a novel series of non-covalent broad-spectrum inhibitors of β-lactamases with submicromolar activities against carbapenemases KPC-2 (class A), NDM-1 (class B) and OXA-48 (class D)

The occurrence of resistances in Gram negative bacteria is steadily increasing to reach extremely worrying levels and one of the main causes of resistance is the massive spread of very efficient β-lactamases which render most β-lactam antibiotics useless. Herein, we report the development of a series of imino-analogues of β-lactams (namely azetidinimines) as efficient non-covalent inhibitors of β-lactamases. Despite the structural and mechanistic differences between serine-β-lactamases KPC-2 and OXA-48 and metallo-β-lactamase NDM-1, all three enzymes can be inhibited at a submicromolar level by compound 7dfm, which can also repotentiate imipenem against a resistant strain of Escherichia coli expressing NDM-1. We show that 7dfm can efficiently inhibit not only the three main clinically-relevant carbapenemases of Ambler classes A (KPC-2), B (NDM-1) and D (OXA-48) with Ki's below 0.3 μM, but also the cephalosporinase CMY-2 (class C, 86% inhibition at 10 μM). Our results pave the way for the development of a new structurally original family of non-covalent broad-spectrum inhibitors of β-lactamases.

Base-Mediated Generation of Ketenimines from Ynamides: Direct Access to Azetidinimines by an Imino-Staudinger Synthesis

Ynamides were used as precursors for the in situ generation of highly reactive ketenimines that could be trapped with imines in a [2+2] cycloaddition. This imino-Staudinger synthesis led to a variety of imino-analogs of β-lactams, namely azetidinimines (2