207857-19-0

Basic information

• Product Name: 1 3-DI-Z-2-(TRIFLUOROMETHYLSULFONYL)-
• Synonyms: 1 3-DI-Z-2-(TRIFLUOROMETHYLSULFONYL)-;2-(Trifluoromethylsulfonyl)-1,3-di-Z-guanidine, 1,3-Bis(benzyloxycarbonyl)-2-(trifluoromethylsulfonyl)guanidine;benzyl N-[N-phenylMethoxycarbonyl-N'-(trifluoroMethylsulfonyl)carbaMiMidoyl]carbaMate;1,3-di-Cbz-2-(trifluoromethyl-sulfonyl)guanidine
• CAS NO: 207857-19-0
• Molecular Formula: C₁₈H₁₆F₃N₃O₆S
• Molecular Weight: 459.399
• Mol File: 207857-19-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 74-75 °C
• Appearance: /
• Density: 1.43g/cm³
• Refractive Index: 1.56
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -4.89±0.40(Predicted)
• BRN: 7956609
• CAS DataBase Reference: 1 3-DI-Z-2-(TRIFLUOROMETHYLSULFONYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1 3-DI-Z-2-(TRIFLUOROMETHYLSULFONYL)-(207857-19-0)
• EPA Substance Registry System: 1 3-DI-Z-2-(TRIFLUOROMETHYLSULFONYL)-(207857-19-0)

Safety Data

• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 207857-19-0(Hazardous Substances Data)

Usage

General Description

1,3-di-z-2-(trifluoromethylsulfonyl)- is a chemical compound with a complex molecular structure that includes multiple carbon and hydrogen atoms bonded with two fluorine atoms. The compound also contains a trifluoromethylsulfonyl group, which is a functional group consisting of a sulfur atom bonded to three fluorine atoms and one oxygen atom. 1 3-DI-Z-2-(TRIFLUOROMETHYLSULFONYL)- is commonly used in organic synthesis and pharmaceutical research due to its unique properties and reactivity. Additionally, 1,3-di-z-2-(trifluoromethylsulfonyl)- has potential applications in agrochemicals and the design of bioactive molecules.

InChI:InChI=1/C18H16F3N3O6S/c19-18(20,21)31(27,28)24-15(22-16(25)29-11-13-7-3-1-4-8-13)23-17(26)30-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H2,22,23,24,25,26)

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 10065-79-9 N,N’-bis(benzyloxycarbonyl)guanidine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 120267-95-0 Boc-Arg(Z)2-OH 

Relevant articles and documents

Total Synthesis of Teixobactin

The first total synthesis of the cyclic depsipeptide natural product teixobactin is described. Synthesis was achieved by solid-phase peptide synthesis, incorporating the unusual l-allo-enduracididine as a suitably protected synthetic cassette and employing a key on-resin esterification and solution-phase macrolactamization. The synthetic natural product was shown to possess potent antibacterial activity against a range of Gram-positive pathogenic bacteria, including a virulent strain of Mycobacterium tuberculosis and methicillin-resistant Staphylococcus aureus (MRSA).

Guanidinylation reagents

Trisubstituted N-protected guanidines and methods for use as guanidinylating reagents to yield N-protected guanidine derivatives.

Triurethane-protected guanidines and triflyldiurethane-protected guanidines: New reagents for guanidinylation reactions

New guanidinylation reagents are reported. These reagents consist of N,N',N''-tri-Boc-guanidine (1) and N,N',N''-tri-Cbz-guanidine (2), which allow for the facile conversion of alcohols to substituted guanidines. A series of arginine analogues were synthesized via condensation of a primary or secondary alcohol with the guanidinylation reagents 1 or 2, under Mitsunobu conditions, to produce protected alkylated guanidines. In addition, an extended study of the previously reported reagents N,N'-di-Boc-N''- triflylguanidine (3) and N,N'-di-Cbz-N''-triflylguanidine (4) is presented. The triflyldiurethane-protected guanidine 3 was utilized to guanidinylate primary and secondary amines under mild conditions with high yield in both solution and on solid phase.