2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
![2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite Structure](CAS/GIF/102691-36-1.gif)
- CAS No.
- 102691-36-1
- Chemical Name:
- 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
- Synonyms
- P-REAGENT;2-CYANOETHYL TETRAISOPROPYLPHOSPHORODIAMIDITE;3-Bis(diisopropylamino)phosphanyloxypropanenitrile;3-(bis(diisopropylamino)phosphinooxy)propanenitrile;THERAPEUTIC GRADE PHOS REAGENT;BIS(DIISOPROPYLAMINO)(2-CYANOETHOXY)PHOSPHINE;94.0%(GC&phosphordiamidit;Phosphorus reagent B;Phosphorous reagent A
- CBNumber:
- CB1231672
- Molecular Formula:
- C15H32N3OP
- Molecular Weight:
- 301.41
- MOL File:
- 102691-36-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/13 17:03:25
Boiling point | 100 °C0.5 mm Hg(lit.) |
---|---|
Density | 0.949 g/mL at 25 °C(lit.) |
refractive index |
n |
Flash point | 141 °F |
storage temp. | -20°C |
solubility | Acetonitrile (Slightly), Benzene, Chloroform (Sparingly), Methanol (Slightly) |
form | liquid |
pka | 6.78±0.70(Predicted) |
color | colorless |
Sensitive | moisture sensitive, store cold |
BRN | 3590103 |
Stability | Explodes When Heated |
InChIKey | RKVHNYJPIXOHRW-UHFFFAOYSA-N |
LogP | 4.04 at 20℃ |
CAS DataBase Reference | 102691-36-1(CAS DataBase Reference) |
EPA Substance Registry System | Phosphorodiamidous acid, tetrakis(1-methylethyl)-, 2-cyanoethyl ester (102691-36-1) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS02,GHS07 |
|||||||||
---|---|---|---|---|---|---|---|---|---|---|
Signal word | Warning | |||||||||
Hazard statements | H226-H302-H317-H412 | |||||||||
Precautionary statements | P210-P233-P273-P280-P301+P312-P303+P361+P353 | |||||||||
Hazard Codes | Xi,Xn | |||||||||
Risk Statements | 5-36/37/38-42/43-36/38 | |||||||||
Safety Statements | 3-26-36-24/25-23-45-36/37 | |||||||||
RIDADR | UN 1993 3/PG 3 | |||||||||
WGK Germany | 3 | |||||||||
F | 10-21-34 | |||||||||
Hazard Note | Irritant/May Explode on Heating | |||||||||
HazardClass | 8 | |||||||||
PackingGroup | I | |||||||||
HS Code | 29299000 | |||||||||
NFPA 704 |
|
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite price More Price(6)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 305995 | 2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphorodiamidite 97% | 102691-36-1 | 1G | ₹6191.9 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 305995 | 2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphorodiamidite 97% | 102691-36-1 | 5G | ₹20903.08 | 2022-06-14 | Buy |
TCI Chemicals (India) | C2228 | 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite min. 95.0 % | 102691-36-1 | 1G | ₹5600 | 2022-05-26 | Buy |
TCI Chemicals (India) | C2228 | 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite min. 95.0 % | 102691-36-1 | 5G | ₹14700 | 2022-05-26 | Buy |
ottokemi | B 5244 | 3-((Bis(diisopropylamino)phosphino)oxy) 97% | 102691-36-1 | 1gm | ₹5589 | 2022-05-26 | Buy |
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite Chemical Properties,Uses,Production
Description
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite is a colorless viscous liquid, which is soluble in most organic solvents. It is a widely used phosphitylating reagent for the preparation of various phosphorylated biomolecules, such as nucleoside carbohydrate conjugates, phospholipids and glycopeptides. In particular, this reagent is highly effective for automated solid-phase DNA/RNA oligonucleotide synthesis. It has shown great utility in the coupling of nucleobases or carbohydrates via their phosphotriesters in the presence of activators such as 1H-tetrazole, in moderate yields under mild conditions.This compound is cheaper and more stable than 2-cyanoethyl N,N-diisopropylchlorophosphorodiamidite (the other commonly used phosphinylating reagent)[1].
Chemical Properties
Clear to Cloudy Colourless Liquid
Uses
Reagent for synthesizing phosphitylated nucleotides.1
Application
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite is an important organic reagent widely used in the preparation of modified and unmodified nucleoside phosphoramidites. Nucleoside phosphoramidites are ideal reagents for polymer-supported synthesis of oligonucleotides. The diisopropylamino leaving group is readily cleaved upon contact with the azole catalyst, resulting in an efficient coupling reaction with the free hydroxyl group on the protected nucleoside.
Synthesis
3-((dichlorophosphaneyl)oxy)propanenitrile could synthesize 2-Cyanoethyl N, N, N', N'-tetraisopropylphosphorodiamidite with diisopropylamine. This method is inexpensive manner using a two-step, one-pot procedure and purified by vacuum distillation[2].
References
[1] Hada N, et al. Synthetic studies on glycosphingolipids from Protostomia phyla: syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi. Carbohydrate Research, 2008; 343: 343, 2221.
[2] Ching S, et al. Synthesis of cyclic di-nucleotidic acids as potential inhibitors targeting
diguanylate cyclase. Bioorganic & Medicinal Chemistry, 2010; 18: 6657-6665.
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite Preparation Products And Raw materials
Raw materials
Preparation Products
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Pragmetis Pharmaserves LLP | +919601601452 | Gujarat, India | 15 | 58 | Inquiry |
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Clearsynth Labs | 91-22-45045900 | Maharashtra, India | 3889 | 58 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
Supplier | Advantage |
---|---|
GLR Innovations | 58 |
Terma Medicare India Pvt.,Ltd | 58 |
Innovassynth Technologies (I) Ltd. | 58 |
Suven Pharmaceuticals Limited | 58 |
Pragmetis Pharmaserves LLP | 58 |
Santo Righello Pvt. Ltd | 58 |
SUVEN LIFE SCIENCES LTD | 58 |
Reax Chemicals | 58 |
Clearsynth Labs | 58 |
CLEARSYNTH LABS LTD. | 58 |
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