O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate
O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate (CAS: 136849-72-4) is a chemical reagent with the molecular formula C2H5O2CC(CN)=NOC[N(CH3)2]=N(CH3)2BF4 and a molecular weight of 328.07. This compound serves as a valuable coupling agent and reactant in various synthetic applications, particularly in peptide chemistry and oligonucleotide synthesis. Its specific structure facilitates key chemical transformations.
- IUPAC
- N-[[[(1-Cyano-2-ethoxy-2-oxoethylidene)amino]oxy](dimethylamino)methylene]-N-methyl-methanaminium tetrafluoroborate,TOTU
- Synonyms
- N′-tetramethyluronium tetrafluoroborate,136849-72-4, C2H5O2CC(CN)=NOC[N(CH3)2]=N(CH3)2BF4, TOTU
![O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate (N′) — chemical structure, CAS 136849-72-4; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F136849-72-4.png&w=3840&q=75)
Oligonucleotide Synthesis
This reagent is employed in the Watson-Crick pairing of oligonucleotides, a critical step in the synthesis of DNA and RNA sequences.
Solid-Phase Synthesis of Nucleosides
It acts as a reactant for the esterification of nucleosides to solid-phase supports, facilitating their incorporation into larger molecules.
Synthesis of Bioactive Molecules
The compound is used in the synthesis of selective integrin avβ3 antagonists, contributing to the development of potential therapeutic agents.
Peptide and Pseudopeptide Synthesis
It is utilized in the preparation of conformationally constrained β-amino acid derivatives and the synthesis of methyleneoxy pseudopeptide building blocks.
DNA Library Design
The reagent is instrumental in the design and synthesis of double-stranded DNA libraries for various research applications.
| Molecular weight | 328.07 |
|---|---|
| Linear formula | C2H5O2CC(CN)=NOC[N(CH3)2]=N(CH3)2BF4 |
| Assay | ≥98.0% (CHN) |
| Storage temperature | 2-8°C |
| Application | Reactant for:Watson-Crick pairing of oligonucleotides1Esterification of nucleosides to solid phase supports2Reagent for:Synthesis of selective integrin avβ3 antagonists3Design and synthesis of double stranded DNA libraries4Preparation of conformationally contrained β-amino acid derivatives5Synthesis and application of methyleneoxy pseudopeptide building blocks6 |
| Melting point | 144-145 °C145 °C (dec.)(lit.) |

Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate used for?
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This compound is used as a reactant in the synthesis of oligonucleotides and nucleosides, and in the preparation of various peptide and pseudopeptide derivatives, as well as in the design of DNA libraries.
What is the CAS number and formula for this chemical?
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The CAS number is 136849-72-4, and its linear formula is C2H5O2CC(CN)=NOC[N(CH3)2]=N(CH3)2BF4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with a purity of ≥98.0% (CHN). This is a research-grade chemical and is not represented as USP, BP, EP, or pharmaceutical grade.
How should O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate be handled?
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This compound is classified as a Warning. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Ensure adequate ventilation, wear appropriate personal protective equipment including a dust mask (N95), eye shields, and gloves. Avoid breathing dust.
Is this chemical available for export?
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Yes, Tech Serve Solutions specialises in the global supply and export of fine chemicals and laboratory reagents.
How can I request a quote or sample?
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Please contact our sales team via the website or email to request a quote or sample for O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N′,N′-tetramethyluronium tetrafluoroborate.
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