Skip to Content
Merck
All Photos(1)

Documents

766305

Sigma-Aldrich

Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite

95%

Synonym(s):

Bis(2-cyanoethoxy)(diisopropylamino)phosphine, Bis(2-cyanoethoxy)-N,N-diisopropylaminophosphine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H22N3O2P
CAS Number:
102690-88-0
Molecular Weight:
271.30
MDL number:
MFCD00797597
UNSPSC Code:
12352200
PubChem Substance ID:
329767224
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.465

density

1.039 g/mL at 25 °C

storage temp.

−20°C

SMILES string

CC(C)N(C(C)C)P(OCCC#N)OCCC#N

InChI

1S/C12H22N3O2P/c1-11(2)15(12(3)4)18(16-9-5-7-13)17-10-6-8-14/h11-12H,5-6,9-10H2,1-4H3

InChI key

LDHWBEHZLFDXCU-UHFFFAOYSA-N

Related Categories

General description

Useful phosphorylating reagent used in oligonucleotide synthesis for adding a terminal phosphate group to the 3′ or 5′ hydroxyl.

Application

Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite may be used as a phosphitylating agent during the multi-step synthesis of (-)-1L-chiro-inositol 2,3,5-trisphosphate starting from L-quebrachitol.

related product

Product No.
Description
Pricing

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

165.0 °F

Flash Point(C)

73.9 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis from quebrachitol of 1L-chiro-inositol 2, 3, 5-trisphosphate, an inhibitor of the enzymes of 1D-myo-inositol 1, 4, 5-trisphosphate metabolism.
Liu C, et al.
Carbohydrate Research, 234, 107-115 (1992)
Inhibition of glutamate carboxypeptidase by phosphoryl and thiophosphoryl derivatives of glutamic and 2-hydroxyglutaric acid.
Lu H, et al.
Phosph. Sulfur Relat. Elem., 178(1), 17-32 (2003)
Seigo Nagata et al.
Nucleic acids research, 38(21), 7845-7857 (2010-07-28)
Though medicines that target mRNA are under active investigation, there has been little or no effort to develop mRNA itself as a medicine. Here, we report the synthesis of a 130-nt mRNA sequence encoding a 33-amino-acid peptide that includes the
Solid-phase synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) derivative and studies toward cyclic AICAR diphosphate ribose.
D?Errico S, et al.
Molecules (Basel), 16(9), 8110-8118 (2011)
Florian Abele et al.
Biomolecules, 10(4) (2020-04-02)
The complexity of the transcriptome is governed by the intricate interplay of transcription, RNA processing, translocation, and decay. In eukaryotes, the removal of the 5'-RNA cap is essential for the initiation of RNA degradation. In addition to the canonical 5'-N7-methyl
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service