02580

O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate

≥98.0% (CHN)

• Synonym(s): N-[[[(1-Cyano-2-ethoxy-2-oxoethylidene)amino]oxy](dimethylamino)methylene]-N-methyl-methanaminium tetrafluoroborate, TOTU
• Linear Formula: C₂H₅O₂CC(CN)=NOC[N(CH₃)₂]=N(CH₃)₂BF₄
• CAS Number: 136849-72-4
• Molecular Weight: 328.07
• MDL number: MFCD00192127
• UNSPSC Code: 12352108
• PubChem Substance ID: 329747465
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥98.0% (CHN)
• reaction suitability: reaction type: Coupling Reactions
• mp: 144-145 °C; 145 °C (dec.) (lit.)
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: F[B-](F)(F)F.CCOC(=O)\C(=N/O\C(N(C)C)=[N+](/C)C)C#N
• InChI: 1S/C10H17N4O3.BF4/c1-6-16-9(15)8(7-11)12-17-10(13(2)3)14(4)5;2-1(3,4)5/h6H2,1-5H3;/q+1;-1/b12-8-;
• InChI key: FPQVGDGSRVMNMR-JCTPKUEWSA-N

Description

Application

Reactant for:
Watson-Crick pairing of oligonucleotides
Esterification of nucleosides to solid phase supports
Reagent for:
Synthesis of selective integrin avβ3 antagonists
Design and synthesis of double stranded DNA libraries
Preparation of conformationally contrained β-amino acid derivatives
Synthesis and application of methyleneoxy pseudopeptide building blocks

Other Notes

New uronium-based coupling reagent for peptide synthesis suitable for critical cases

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H317,H318,H335
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1A - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves