73789-56-7 Usage
Description
(Isocyanoimino)triphenylphosphorane, also known as Pinc, is a chemical compound that plays a crucial role in the synthesis of cyclic peptidomimetics. It is a versatile reagent that enables the zwitterionic-controlled generation of peptide macrocycles from linear peptides and aldehydes, resulting in a 1,3,4-oxadiazole-containing peptide with improved membrane permeability, lipophilicity, and aqueous solubility.
Uses
Used in Pharmaceutical Industry:
(Isocyanoimino)triphenylphosphorane is used as a key reagent for the synthesis of cyclic peptidomimetics, which are essential in the development of novel therapeutic agents. (ISOCYANOIMINO)TRIPHENYLPHOSPHORANE facilitates the formation of peptide macrocycles from linear peptides and aldehydes, leading to the creation of more effective and stable drug candidates.
Used in Research and Development:
In the field of research and development, (Isocyanoimino)triphenylphosphorane is used as a valuable tool for the synthesis of various cyclic peptidomimetics with different functional groups. By varying the aldehyde used in the reaction, researchers can introduce different functional groups and explore the potential applications of these modified peptidomimetics in various biological and therapeutic contexts.
Used in Drug Design and Synthesis:
(Isocyanoimino)triphenylphosphorane is employed as a critical component in the design and synthesis of cyclic peptidomimetics with enhanced properties. The improved membrane permeability, lipophilicity, and aqueous solubility of the resulting peptides make them more suitable for drug development, potentially leading to the creation of more effective treatments for various diseases and conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 73789-56-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,7,8 and 9 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 73789-56:
(7*7)+(6*3)+(5*7)+(4*8)+(3*9)+(2*5)+(1*6)=177
177 % 10 = 7
So 73789-56-7 is a valid CAS Registry Number.
InChI:InChI=1/C19H16N2P/c1-20-21-22(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19/h1-16H/q+1
73789-56-7Relevant articles and documents
An improved synthesis of N-isocyanoiminotriphenylphosphorane and its use in the preparation of diazoketones
Bio, Matthew M.,Javadi, Gary,Song, Zhiguo Jake
, p. 19 - 21 (2005)
An improved synthesis of N-isocyanoiminotriphenylphosphorane is reported. This reagent is a safe, stable, solid alternative to diazomethane and TMS-diazomethane in the Arndt-Eistert synthesis of diazoketones.
Silver-Catalyzed Cascade Reaction of N-Isocyaniminotriphenylphosphorane with Aldehydes: Synthesis of Unsymmetrical Azines
Wang, Yeming,Yu, Yang,Zhao, Liping,Ning, Yongquan
, p. 7237 - 7239 (2019)
A direct synthesis of azines from the silver catalyzed domino interaction of N-isocyaniminotriphenylphosphorane and aldehydes is reported. The reaction proceeds through a tandem aza-Wittig, insertion, intramolecular cyclization and ring-opening processes.
Four-component synthesis of disubstituted 1,3,4-oxadiazoles from N-isocyaniminotriphenylphosphorane, phenylacetylenecarboxylic acid, chloroacetone derivatives, and primary amines
Ramazani, Ali,Nasrabadi, Fatemeh Zeinali,Karimi, Zahra,Rouhani, Morteza
, p. 1818 - 1830 (2013/05/21)
The 1:1 imine intermediate generated by the addition of primary amine to chloroacetone derivatives is trapped by N-isocyaniminotriphenylphosphorane in the presence of phenylacetylenecarboxylic acid, leading to the formation of the corresponding iminophosp
