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

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

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

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

MDL Number:: MFCD00012213

MOL File:: 102691-36-1.mol

MSDS File:: SDS

Last updated:2024-04-09 22:15:29

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

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)

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

10-21-34

Hazard Note

Irritant/May Explode on Heating

HazardClass

PackingGroup

HS Code

29299000

NFPA 704

	2
1		0

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite price More Price(35)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	305995	2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite 97%	102691-36-1	1g	$90.8	2024-03-01	Buy
Sigma-Aldrich	305995	2-Cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite 97%	102691-36-1	5g	$190	2024-03-01	Buy
TCI Chemical	C2228	2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite >95.0%(GC)(T)	102691-36-1	1g	$63	2024-03-01	Buy
TCI Chemical	C2228	2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite >95.0%(GC)(T)	102691-36-1	5g	$189	2024-03-01	Buy
Strem Chemicals	15-0695	2-Cyanoethyl N,N,N',N'-tetra(i-propyl)phosphorodiamidite, min. 98%	102691-36-1	1g	$60	2024-03-01	Buy

Product number	Packaging	Price	Buy
305995	1g	$90.8	Buy
305995	5g	$190	Buy
C2228	1g	$63	Buy
C2228	5g	$189	Buy
15-0695	1g	$60	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

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

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

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

Synthesis of 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite from 2-CYANOETHYL PHOSPHORODICHLORIDITE and Diisopropylamine

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite Preparation Products And Raw materials

Raw materials

5'-AMINO-5'-DEOXYTHYMIDINE BIS(DIISOPROPYLAMINO)CHLOROPHOSPHINE 2-CYANOETHYL PHOSPHORODICHLORIDITE Diisopropylamine

Preparation Products

Ceftibuten anionic starch DMT-DCYTIDINE (N6-BENZOYL) CYANOETHYL PHOSPHORAMIDITE) DMT-dG(dmf) Phosphoramidite Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-(1,7-octadiyn-1-yl)-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]

Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-methyl-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite], (S)- (9CI) DMT-dA(bz) Phosphoramidite 3'-DA CEP 5'-DMT-3'-O-TBDMS-N1-Me-Pseudouricdine-CE-Phosphoramidite 4-THIO-DU CEP

(2R,3S,5R)-2-((BIS(4-METHOXYPHENYL)(PHENYL)METHOXY)METHYL)-5-(2,4-DIOXO-5-(3-(2,2,2-TRIFLUOROACETAMIDO)PROP-1-YNYL)-3,4-DIHYDROPYRIMIDIN-1(2H)-YL)TETRAHYDROFURAN-3-YL 2-CYANOETHYL DIISOPROPYLPHOSPHORAMIDITE DMT-2'O-Methyl-rU Phosphoramidite

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

Global( 410)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
XINXIANG RUNYU MATERIAL CO., LTD.	+86-13592593621; +8613592593621	sales@runvmat.com	China	415	58
Wuhu Nuowei chemistry Co., Ltd.	+86-0553-2911116-802 +undefined17756524438	sales1@nuowei-chem.com	China	1642	58
SHANGHAI NOVRIBO BIOTECH	17821030819	June.Liu@Desano.com	China	73	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	8095	58
Frapp's ChemicalNFTZ Co., Ltd.	+86 (576) 8169-6106	sales@frappschem.com	China	885	50
Springchem New Material Technology Co.,Limited	+86-021-62885108 +8613917661608	info@spring-chem.com	China	2068	57
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-66670886	info@dakenam.com	China	15933	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8617317452075	jack.li@time-chemicals.com	China	1807	55

Supplier	Advantage
XINXIANG RUNYU MATERIAL CO., LTD.	58
Wuhu Nuowei chemistry Co., Ltd.	58
SHANGHAI NOVRIBO BIOTECH	58
Henan Fengda Chemical Co., Ltd	58
Frapp's ChemicalNFTZ Co., Ltd.	50
Springchem New Material Technology Co.,Limited	57
Capot Chemical Co.,Ltd.	60
Shanghai Daken Advanced Materials Co.,Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
Shanghai Time Chemicals CO., Ltd.	55

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

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-09	2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1	US $8.00-0.80 / KG	1KG	99%	g-kg-tons, free sample is available	Henan Fengda Chemical Co., Ltd
2023-04-12	2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1	US $1.00 / L/Bottle	1L/Bottle	99.5%	3000	Wuhan Dujiang Industrial Co., Ltd.
2023-04-04	2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1	US $0.00-0.00 / ml	1ml	98%	1000L per month	Zhejiang Hengkang Pharmaceutical Co., Ltd.

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
102691-36-1
US $8.00-0.80 / KG
99%
Henan Fengda Chemical Co., Ltd

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
102691-36-1
US $1.00 / L/Bottle
99.5%
Wuhan Dujiang Industrial Co., Ltd.

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
102691-36-1
US $0.00-0.00 / ml
98%
Zhejiang Hengkang Pharmaceutical Co., Ltd.

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

2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)¹HNMR 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)IR 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)Raman 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)FT-IR

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2-Cyanoethoxybis(N,N-diisopropylaMino)phosphine Bis(diisopropylaMino)(2-cyano N,N,N',N'-Tetrakis(1-Methylethyl)phosphorodiaMidous Acid 2-Cyanoethyl Ester 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 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 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% 2-Cyanoethyl N,N,N',N'-tetra(i-propyl)phosphorodiamidite, min. 98% 2-Cyanoethyl-N,N,Nzzhlxy,Nzzhlxy-tetraisopropylphosphordiamidite (P-Reagent) 2-O-cyanoethyl-N,N,N’,N’-tetraisopropylphosphordiamidite 3-({bis[bis(propan-2-yl)amino]phosphanyl}oxy)propanenitrile 3-((Bis(diisopropylamino)phosphino)oxy), 97% Phosphorous reagent A Phosphorus reagent B 2-CYANOETHYL TETRAISOPROPYLPHOSPHOR 2-Cyanoethyl N,N,N',N'-tetrakis(isopropyl)phosphorodiamidite 95+% 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(CTPPA) 94.0%(GC& 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite > N,N,N',N'-tetraisopropyL phosphordiamidit β-Cyanoethyl-N,N,N`,N`-tertraisopropylphosphorodiamidite P-REAGENT THERAPEUTIC GRADE PHOS REAGENT BIS(DIISOPROPYLAMINO)(2-CYANOETHOXY)PHOSPHINE 2-CYANOETHYL TETRAISOPROPYLPHOSPHORODIAMIDITE 3-(bis(diisopropylamino)phosphinooxy)propanenitrile 3-Bis(diisopropylamino)phosphanyloxypropanenitrile 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