2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite

ChemicalBook > CAS DataBase List > 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite

Product Name: 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
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
Formula Weight: 301.41
MOL File: 102691-36-1.mol

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2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite Property

Boiling point:: 100 °C0.5 mm Hg(lit.)
Density: 0.949 g/mL at 25 °C(lit.)
refractive index: n20/D 1.470(lit.)
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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H317May cause an allergic skin reaction

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 305995
Product name: 2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite
Purity: 97%
Packaging: 1g
Price: $90.8
Updated: 2024/03/01

Sigma-Aldrich

Product number: 305995
Product name: 2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite
Purity: 97%
Packaging: 5g
Price: $190
Updated: 2024/03/01

TCI Chemical

Product number: C2228
Product name: 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite
Purity: >95.0%(GC)(T)
Packaging: 1g
Price: $63
Updated: 2024/03/01

TCI Chemical

Product number: C2228
Product name: 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite
Purity: >95.0%(GC)(T)
Packaging: 5g
Price: $189
Updated: 2024/03/01

Strem Chemicals

Product number: 15-0695
Product name: 2-Cyanoethyl N,N,N',N'-tetra(i-propyl)phosphorodiamidite, min. 98%
Packaging: 1g
Price: $60
Updated: 2024/03/01

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2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite Chemical Properties,Usage,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

Uses

2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite was used:

in preparation of prosphoramidite reagent, required for synthesis of 12-mer oligodeoxynucleotide
as phosphorylating agent in synthesis of 1,2-diacyl-sn-glycerophosphatidylserine
in situ preparation of deoxyribonucleoside phosphoramidites
in preparation of 2′-deoxy-2′-fluoro-3′-O-(β-cyanoethyl-N,N-diisopropylphosphoramidic)-5′-O-(4-methoxytrityl)-4′-thio-β-D-arabinouridine and 1-(3-O-(β-cyanoethyl-N,N-diisopropylphosphoramidic)-2-deoxy-2-fluoro-5-O-(4,4′-dimethoxytrityl)-4-thio-β-D-arabinofuranosyl)-thymine
as reagent for synthesizing phosphitylated nucleotides

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

Ceftibuten anionic starch

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View Lastest Price from 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite manufacturers

Henan Fengda Chemical Co., Ltd

Product: 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1
Price: US $8.00-0.80/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-09

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%min PNMR
Supply Ability: 10KG
Release date: 2021-06-08

SHANGHAI NOVRIBO BIOTECH

Product: Bis(diisopropylamino)(2-cyanoethoxy) phosphine 102691-36-1
Price: US $100.00/kg
Min. Order: 0.01kg
Purity: 99%
Supply Ability: 20tons
Release date: 2023-03-17

102691-36-1, 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamiditeRelated Search:

Bis[3-(triethoxysilyl)propyl]tetrasulfide Bis(triethoxysilylpropyl) disulfide N-[2-(di-1-adamantylphosphino) phenyl]morpholine,98% Mor-DalPhos Diisopropylamine Minoxidil (Chloromethylene)dimethyliminium chloride Lithium diisopropylamide DIETHOXYMETHANE Ethoxymethylenemalononitrile LITHIUM PERIODATE Ethoxyquin BLOCKING REAGENT GE 4-Ethoxyphenol Bis(2-methyl-3-furyl)disulfide (3R,5S)-3,5-DiMethylMorpholine hydrochloride Bis(4-chlorobenzyl) azodicarboxylate Bis(4-tert-butylcyclohexyl) peroxydicarbonate Phosphine

P-REAGENT

2-Cyanoethoxybis(N,N-diisopropylaMino)phosphine

Bis(diisopropylaMino)(2-cyano

N,N,N',N'-Tetrakis(1-Methylethyl)phosphorodiaMidous Acid 2-Cyanoethyl Ester

THERAPEUTIC GRADE PHOS REAGENT

2-Cyanoethyl N,N,N',N'-tetra(prop-2-yl)phosphorodiamidoite

2-Cyanoethyl N,N,N',N'-tetrakis(isopropyl)phosphorodiamidite

β-Cyanoethyl-N,N,N`,N`-tertraisopropylphosphorodiaMidite

2-CYANOETHYLTETRAISOPROPYLPHOSPHORO-DIA

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 97%

2-Cyanoethyl N,N,N',N'-tetra(i-propyl)phosphorodiamidite

CTPPA 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite

Phosphorous reagent A

Phosphorus reagent B

2-CYANOETHYL TETRAISOPROPYLPHOSPHOR

BIS(DIISOPROPYLAMINO)(2-CYANOETHOXY)PHOSPHINE

β-Cyanoethyl-N,N,N`,N`-tertraisopropylphosphorodia

Bis(diisopropylamino)(2-cyanoethoxy)phosphine P-Reagent

2-Cyanoethyl-N,N',N'-Tetraisopropylphosphordiamidite

2-CYANOETHYL N,N,N',N'-TETRAISOPROPYLPHOSPHORAMIDITE

2-CYANOETHYL N,N,N',N'-TETRAISOPROPYLPHOSPHORDIAMIDITE

2-CYANOETHYL N,N,N',N'-TETRAISOPROPYLPHOSPHORODIAMIDITE

2-CYANOETHYL TETRAISOPROPYLPHOSPHORODIAMIDITE

Phosphorodiamidous acid, tetrakis(1-methylethyl)-, 2-cyanoethyl ester

2-CYANOETHYL-N,N,N'',N''-TETRAISO-PROPYLPHOSPHORAMIDITE(P-REAGENT)

b-cyanoethyl-N,N,N',N'-tetraisopropylphosphorodiamidite

TETRAISOPROPYLPHOSPHORODIAMIDITE

5) 2-cyanoethyl-N,N,N',N'-tetraisopropylphosphorodiamidite

PHOSPHORODIAMIDOUS ACID, N,N,N'',N''-TETRAKIS(1-METHYLETHYL)-, 2-CYANOETHYL ESTER

2-Cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite 98%

3-(bis(diisopropylamino)phosphinooxy)propanenitrile

2-Cyanoethyl N,N,N',N'-tetra(i-propyl)phosphorodiamidite, min. 98%

2-Cyanoethyl-N,N,Nzzhlxy,Nzzhlxy-tetraisopropylphosphordiamidite (P-Reagent)

2-Cyanoethyl N,N,N',N'-tetrakis(isopropyl)phosphorodiamidite 95+%

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(CTPPA)

94.0%(GC&amp

2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite &gt

N,N,N',N'-tetraisopropyL

phosphordiamidit

2-O-cyanoethyl-N,N,N’,N’-tetraisopropylphosphordiamidite

3-({bis[bis(propan-2-yl)amino]phosphanyl}oxy)propanenitrile

3-Bis(diisopropylamino)phosphanyloxypropanenitrile

3-((Bis(diisopropylamino)phosphino)oxy), 97%

β-Cyanoethyl-N,N,N`,N`-tertraisopropylphosphorodiamidite

bis(2-cyano-1,1-dimethylethyl)-N,N-diisopropylphosphoramidite

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite

2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite

102691-36-1

102691-30-1

916966-01-5

CH32CH2N2POCH2CH2CN

C15H38N3OP

C15H32N3OP

C15H32N3P

C15H32N3PO

Phosphoramidites

Phosphorus Compounds

Organic Building Blocks