Introduction
Phosphorodiamidites are a unique class of phosphorus-based compounds characterized by one P–O bond and two P–N moieties. 2-Cyanoethyl tetraisopropylphosphorodiamidite plays a crucial role in solid-phase oligonucleotide synthesis. Beyond their application as synthetic precursors for oligonucleotides, phosphorodiamidites have also been reported as valuable starting materials for the synthesis of industrially relevant polymers and flame-resistant materials, including adhesives, coatings, and laminates.
Manufacture
Cyanoethanol is treated with excess PCl₃ to form the corresponding alkoxydichlorophosphine intermediate, which is subsequently reacted with diisopropylamine to yield 2-cyanoethyl tetraisopropylphosphorodiamidite. Alternatively, 3-trimethylsilanyloxypropionitrile can be reacted with PCl₃, followed by treatment with diisopropylamine, to obtain 2-cyanoethyl tetraisopropylphosphorodiamidite in good yields.
| Synonyms | Bis(diisopropylamino)(2-cyanoethoxy)phosphine |
| CAS no. | 102691-36-1 |
| EINECS no. | 600-337-9 |
| Molecular formula | C15H32N3OP |
| Molecular weight | 301.41 |
| Structure |  |
Applications
The main areas of applications of 2-Cyanoethyl tetraisopropylphosphorodiamidite include:
| Solid-phase oligonucleotide synthesis: |
| Widely used as a key phosphitylating reagent inautomated DNA and RNA synthesis, enabling efficient formation of phosphite triester intermediates. |
| Synthesis of modified oligonucleotides: |
| Applied in the preparation of antisense oligonucleotides, siRNA, aptamers, and other therapeutic nucleic acid analogues. |
| Precursor for P-containing intermediates: |
| Serves as an important building block in the synthesis of phosphoramidite and phosphite derivatives used in fine chemicals and specialty reagents.. |
| Polymer and materials chemistry: |
| Reported as a starting material or intermediate for the preparation of phosphorus-containing polymers.. |
| Flame-retardant materials: |
| Utilized in the development of flame-resistant adhesives, coatings, and laminating materials due to the presence of phosphorus functionality.. |
SPECIFICATIONS
| Test | Unit | Specification |
|---|---|---|
| Appearance | – | Clear liquid |
| Identification by NMR | – | Should conform to the structure |
| Impurities between 181.5-178.6 ppm | % | NMT 0.1 |
| Impurities between 151.2-148 ppm | % | NMT 0.1 |
| Impurities between 121.7-100 ppm | % | NMT 0.2 |
| Impurities < 66.0 ppm | % | NMT 2.0 |
| Impurities between 113-114 ppm | % | NMT 0.0040 |
| Sum of Impurities between 120-148 ppm | % | NMT 0.5 |
| Purity (By 31P NMR) | Area% | NLT 98.0 |
STORAGE & PRECAUTION
Keep sealed at room temperature
PACKING
Globally compliant packaging
REACH Status
REACH registered
ExSyn offers 2-Cyanoethyl tetraisopropylphosphorodiamidite on commercial scales and welcomes enquiries. Our exceptional quality and service will make ExSyn your supplier of choice! If you need any additional information or SDS, please contact us.
Sodium Hyaluronate is the sodium salt of hyaluronic acid, a naturally occurring glycosaminoglycan known for its exceptional ability to retain moisture, along with its viscoelastic and biocompatible properties, making it highly valuable across pharmaceutical, cosmetic, and biomedical applications.
Pyrazinamide is a first-line antitubercular drug used in combination therapy for the treatment of tuberculosis (TB). It is a synthetic pyrazine derivative and acts as a prodrug, which is converted into its active form (pyrazinoic acid) inside Mycobacterium tuberculosis.
6-Bromopyridine-2,3-diamine is a heterocyclic organic compound belonging to the class of substituted pyridines. It is used mainly as an intermediate in pharmaceuticals and agrochemicals.
Magnesium trisilicate is an inorganic compound commonly used in pharmaceutical and gastrointestinal (GI) preparations due to its dual action. It is usually produced as a white, odorless, fine powder. It helps bind toxins or irritants in the gastrointestinal tract and occasionally used in formulations for its stabilizing properties.
Choline salicylate is a salicylate salt formed from choline and salicylic acid. It is a non-steroidal anti-inflammatory agent (NSAID-type compound) mainly used for its analgesic, anti-inflammatory, and mild antiseptic properties. Unlike acetylated salicylates, it is less irritating to the gastric mucosa and is commonly used in topical oral preparations such as gels and mouth paints.
TensyraTM N-10 (Octoxinol 10; tert-octyl phenyl ethoxylate) is a non-ionic surfactant known for its excellent solubilizing and membrane-permeabilizing properties. It features a hydrophilic polyethylene oxide chain paired with a lipophilic aromatic hydrocarbon group.It readily breaks down biological membranes to lyse cells, solubilize proteins, and permeabilize cell membranes for assays.
Teprenone (Geranylgeranylacetone, GGA) is a mixture of the all-trans and mono-cis isomers of 6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one (in a weight ratio of 3:2). It is an acyclic isoprenoid compound with a structure like retinoids and is widely used for the treatment of gastrointestinal ulcers.
Ciclopirox Olamine (CPO) is the N-oxide of a 2 -hydroxy pyridine derivative that carries antifungal, antibacterial, and anti-inflammatory properties. It is composed of 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone combined with 2 aminoethanol (olamine) in a 1:1 ratio.
N,N-Dimethylglycine sodium salt (DMG Na) is the sodium salt form of N,N-dimethylglycine, a tertiary amino acid derivative is white to off white crystalline solid, freely soluble in water.