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BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE is a light yellow oil that serves as a valuable phosphorylating reagent in the field of chemistry. Its unique chemical properties allow it to be utilized in various applications across different industries.

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  • 102690-88-0 Structure
  • Basic information

    1. Product Name: BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE
    2. Synonyms: bis(2-cyanoethyl) diisopropylphosphoramidite;REF DUPL: Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite;PhosphoraMidous acid,N,N-bis(1-Methylethyl)-, bis(2-cyanoethyl) ester;Bis(2-cyanoethyl) di(prop-2-yl)phosphoramidoite, Bis(2-cyanoethyl) N,N-diisopropylphosphoramidite;Bis(2-cyanoethyl) N,N-bis(isopropyl)phosphoramidite;Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite 95%;DIISOPROPYLAMINO-DI-(2-CYANOETHOXY)-PHOSPHINE;BIS(1-METHYLETHYL)PHOSPHORAMIDOUS ACID BIS(2-CYANOETHYL) ESTER
    3. CAS NO:102690-88-0
    4. Molecular Formula: C12H22N3O2P
    5. Molecular Weight: 271.3
    6. EINECS: 2017-001-1
    7. Product Categories: Phospholipids - 13C & 2H;Phosphorylating and Phosphitylating Agents
    8. Mol File: 102690-88-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 335.3 °C at 760 mmHg
    3. Flash Point: 73℃
    4. Appearance: /
    5. Density: 1.039 g/mL at 25 °C
    6. Vapor Pressure: 0.000121mmHg at 25°C
    7. Refractive Index: n20/D1.465
    8. Storage Temp.: -20°C Freezer, Under Inert Atmosphere
    9. Solubility: N/A
    10. PKA: 3.11±0.70(Predicted)
    11. CAS DataBase Reference: BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE(CAS DataBase Reference)
    12. NIST Chemistry Reference: BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE(102690-88-0)
    13. EPA Substance Registry System: BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE(102690-88-0)
  • Safety Data

    1. Hazard Codes: Xi,T
    2. Statements: 23-24-25-36-38
    3. Safety Statements: 26-36-37-39-45
    4. RIDADR: UN 2810 6.1 / PGIII
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 102690-88-0(Hazardous Substances Data)

102690-88-0 Usage

Uses

Used in Chemical Synthesis:
BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE is used as a phosphorylating reagent for facilitating the formation of phosphoester and phosphoramidate bonds in chemical reactions. This is particularly important in the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE is used as a key component in the synthesis of various drugs, particularly those involving the formation of phosphoester and phosphoramidate linkages. Its role in drug synthesis is crucial for the development of new therapeutic agents.
Used in Research and Development:
BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE is also used as a research tool in the development of new chemical processes and methodologies. Its ability to facilitate the formation of phosphoester and phosphoramidate bonds makes it a valuable asset in the advancement of scientific knowledge and the creation of novel chemical compounds.
Used in Material Science:
In the field of material science, BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE is used as a reagent for the synthesis of advanced materials with unique properties. Its role in creating phosphoester and phosphoramidate bonds can lead to the development of new materials with enhanced performance characteristics.
Overall, BIS(2-CYANOETHYL)-N,N-DIISOPROPYL PHOSPHORAMIDITE is a versatile and essential reagent in various chemical applications, playing a significant role in the synthesis of complex molecules, drug development, and the advancement of scientific research.

Check Digit Verification of cas no

The CAS Registry Mumber 102690-88-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,6,9 and 0 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 102690-88:
(8*1)+(7*0)+(6*2)+(5*6)+(4*9)+(3*0)+(2*8)+(1*8)=110
110 % 10 = 0
So 102690-88-0 is a valid CAS Registry Number.
InChI:InChI=1/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

102690-88-0 Well-known Company Product Price

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  • Aldrich

  • (766305)  Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite  95%

  • 102690-88-0

  • 766305-1G

  • 1,353.69CNY

  • Detail
  • Aldrich

  • (766305)  Bis(2-cyanoethyl)-N,N-diisopropylphosphoramidite  95%

  • 102690-88-0

  • 766305-5G

  • 4,383.99CNY

  • Detail

102690-88-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Bis(2-cyanoethyl)-N,N-diisopropyl Phosphoramidite

1.2 Other means of identification

Product number -
Other names Bis(2-cyanoethyl) diisopropylphosphoramidite

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:102690-88-0 SDS

102690-88-0Relevant articles and documents

Solventless synthesis of acyl phosphonamidates, precursors to masked bisphosphonates

Crossey, Kerri,Migaud, Marie E.

, p. 11088 - 11091 (2015)

A series of acyl phosphonamidates, the synthetic precursors to bisphosphonates, have been readily prepared from phosphoramidite type reagents and a range of acid chlorides. These reactions were performed using solventless conditions, where purification was easily achieved using column chromatography with yields ranging from 71-90%. Furthermore, we have demonstrated that these acyl phosphonamidates could be used for the preparation of unsymmetrical bisphosphonates, which do date are scarcely reported in the literature.

Synthesis of (R)-lysothiophosphatidic acid and (R)-thiophosphatidic acid

Heeb, Norbert V.,Nambiar, Krishnan P.

, p. 6193 - 6196 (1993)

(R)-Thiophosphatidic acid and (R)-lysothiophosphatidic acid were obtained in an efficient synthesis from a chiral glycerol precursor via sulfurization of a bis(2-cyanoethyl) phosphite triester.

Synthesis of Dimeric ADP-Ribose and Its Structure with Human Poly(ADP-ribose) Glycohydrolase

Lambrecht, Michael J.,Brichacek, Matthew,Barkauskaite, Eva,Ariza, Antonio,Ahel, Ivan,Hergenrother, Paul J.

supporting information, p. 3558 - 3564 (2015/03/30)

Poly(ADP-ribosyl)ation is a common post-translational modification that mediates a wide variety of cellular processes including DNA damage repair, chromatin regulation, transcription, and apoptosis. The difficulty associated with accessing poly(ADP-ribose) (PAR) in a homogeneous form has been an impediment to understanding the interactions of PAR with poly(ADP-ribose) glycohydrolase (PARG) and other binding proteins. Here we describe the chemical synthesis of the ADP-ribose dimer, and we use this compound to obtain the first human PARG substrate-enzyme cocrystal structure. Chemical synthesis of PAR is an attractive alternative to traditional enzymatic synthesis and fractionation, allowing access to products such as dimeric ADP-ribose, which has been detected but never isolated from natural sources. Additionally, we describe the synthesis of an alkynylated dimer and demonstrate that this compound can be used to synthesize PAR probes including biotin and fluorophore-labeled compounds. The fluorescently labeled ADP-ribose dimer was then utilized in a general fluorescence polarization-based PAR-protein binding assay. Finally, we use intermediates of our synthesis to access various PAR fragments, and evaluation of these compounds as substrates for PARG reveals the minimal features for substrate recognition and enzymatic cleavage. Homogeneous PAR oligomers and unnatural variants produced from chemical synthesis will allow for further detailed structural and biochemical studies on the interaction of PAR with its many protein binding partners. (Chemical Equation Presented).

Nucleoside phosphitylation using ionic liquid stabilised phosphorodiamidites and mechanochemistry

Crossey, Kerri,Hardacre, Christopher,Migaud, Marie E.

supporting information, p. 11969 - 11971 (2013/01/16)

A range of nucleoside phosphoramidites incorporating small amino substituents have been readily synthesised using ionic liquid stabilised phosphorodiamidites coupled with mechanochemistry. The Royal Society of Chemistry.

The chemical synthesis of metabolically stabilized 2-OMe-LPA analogues and preliminary studies of their inhibitory activity toward autotaxin

Gendaszewska-Darmach, Edyta,Laska, Edyta,Rytczak, Przemys?aw,Okruszek, Andrzej

supporting information; experimental part, p. 2698 - 2700 (2012/05/20)

The chemical synthesis of five new metabolically stabilized 2-OMe-LPA analogues (1a-e) possessing different fatty acid residues has been performed by phosphorylation of corresponding 1-O-acyl-2-OMe-glycerols which were prepared by multistep process from racemic glycidol. The now analogues were subjected to biological characterization as autotaxin inhibitors using the FRET-based, synthetic ATX substrate FS-3. Among tested compounds 1-O-oleoyl-2-OMe-LPA (1e) appeared to be the most potent, showing ATX inhibitory activity similar to that of unmodified 1-O-oleoyl-LPA. Parallel testing showed, that similar trend was also observed for corresponding 1-O-acyl-2-OMe-phosphorothioates (2a-e, synthesized as described by us previously). 1-O-oleoyl-2-OMe-LPA (1e) was found to be resistant toward alkaline phosphatase as opposed to unmodified 1-O-oleoyl-LPA.

Design and synthesis of biotinylated inositol 1,3,4,5-tetrakisphosphate targeting Grp1 pleckstrin homology domain

Anraku, Kensaku,Inoue, Teruhiko,Sugimoto, Kenji,Kudo, Kota,Okamoto, Yoshinari,Morii, Takashi,Mori, Yasuo,Otsuka, Masami

experimental part, p. 6833 - 6841 (2012/02/02)

A bifunctional molecule containing biotin and d-myo-inositol 1,3,4,5-tetrakisphosphate was synthesized. This molecule was designed on the basis of X-ray structure of the complex of d-myo-inositol 1,3,4,5- tetrakisphosphates, Ins(1,3,4,5)P4, and

Selective synthesis of chlorophosphoramidites using ionic liquids

Amigues, Eric J.,Hardacre, Christopher,Keane, Gillian,Migaud, Marie E.,Norman, Sarah E.,Pitner, William R.

scheme or table, p. 1391 - 1396 (2010/05/18)

A range of chlorophosphoramidites have been prepared in ionic liquids and compared with material synthesised in molecular solvents. Through the use of ionic liquids as reaction media the moisture sensitivity and impurity issues hampering existing traditio

Design and synthesis of biotinylated inositol phosphates relevant to the biotin-avidin techniques

Anraku, Kensaku,Inoue, Teruhiko,Sugimoto, Kenji,Morii, Takashi,Mori, Yasuo,Okamoto, Yoshinari,Otsuka, Masami

body text, p. 1822 - 1830 (2008/10/09)

Six bifunctional molecules containing biotin and various inositol phosphates were synthesized. These compounds were designed on the basis of X-ray structures of the complexes of d-myo-inositol 1,4,5-triphosphates (IP 3) and phospholipase C δ pleckstrin homology domain (PLCδ PH) considering the application to the biotin-avidin techniques. The building blocks of the inositol moiety were synthesized starting with optically resolved myo-inositol derivatives and assembled to the biotin linker through a phosphate linkage. The Royal Society of Chemistry.

Synthesis, DNA polymerase incorporation, and enzymatic phosphate hydrolysis of formamidopyrimidine nucleoside triphosphates

Imoto, Shuhei,Patro, Jennifer N.,Jiang, Yu Lin,Oka, Natsuhisa,Greenberg, Marc M.

, p. 14606 - 14611 (2008/02/03)

The nucleoside triphosphates of N6-(2-deoxy-α,β-D-erythro- pentofuranosyl)-2,6-diamino-4-hydroxy-5-formamidopyrimidine (Fapy·dGTP) and its C-nucleoside analogue (β-C-Fapy·dGTP) were synthesized. The lability of the formamide group required that nucleoside

Drugs containing phosphoric acid derivatives as the active ingredient

-

, (2008/06/13)

The present invention relates to phosphoric acid derivatives represented by general formula (I), wherein each symbol is as defined in the description and nontoxic salts thereof. Because of having a TNFα production inhibitory effect, the compounds represented by general formula (I) are useful as preventives and/or remedies for rheumatoid arthritis, ulcerative colitis, Crohn's disease, hepatitis, sepsis, hemorrhagic shock, multiple sclerosis, cerebral infarction, diabetes, interstitial pneumonia, uveitis, pain, glomerulonephritis, HIV-associated diseases, cachexia, myocardial infarction, chronic heart failure, oral aphtha, Hansen's disease, infection, etc.

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