18303-04-3 Usage
Description
N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE, also known as a N-substituted sulphonamide, is a chemical compound that plays a significant role in various chemical reactions and synthesis processes. It is characterized by its ability to react with N-trityl L-serine esters under Mitsunobu reaction conditions and can be directly coupled with primary, secondary, and allylic alcohols under the same conditions to produce various sulfonyl-protected amines.
Uses
Used in Chemical Synthesis:
N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE is used as a key intermediate in the preparation of enyne amide, which serves as a precursor for the Pauson-Khand reaction. This reaction is an important method for the synthesis of cyclopentenones, a class of compounds with significant applications in the pharmaceutical and chemical industries.
Used in Organic Chemistry:
In the field of organic chemistry, N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE is used as a reagent for the formation of sulfonyl-protected amines. This application is crucial for the protection of amine groups during various chemical reactions, allowing for selective functionalization of other groups in the molecule.
Used in Pharmaceutical Industry:
N-(TERT-BUTOXYCARBONYL)-P-TOLUENESULFONAMIDE is also utilized in the pharmaceutical industry for the synthesis of various drug candidates. Its ability to form sulfonyl-protected amines makes it a valuable building block in the development of new medications with potential therapeutic applications.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 379, 1994 DOI: 10.1016/0040-4039(94)85058-5
Check Digit Verification of cas no
The CAS Registry Mumber 18303-04-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,3,0 and 3 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 18303-04:
(7*1)+(6*8)+(5*3)+(4*0)+(3*3)+(2*0)+(1*4)=83
83 % 10 = 3
So 18303-04-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H17NO4S/c1-9-5-7-10(8-6-9)18(15,16)13-11(14)17-12(2,3)4/h5-8H,1-4H3,(H,13,14)
18303-04-3Relevant articles and documents
Synthesis, catalytic activity and redox properties of palladium(0) complexes with 15-membered triolefinic macrocyclic ligands containing one, two or three ferrocenyl groups
Llobet, Antoni,Masllorens, Ester,Moreno-Ma?as, Marcial,Pla-Quintana, Anna,Rodríguez, Montserrat,Roglans, Anna
, p. 1425 - 1428 (2002)
A series of 15-membered triolefinic macrocycles containing ferrocenyl groups and their palladium(0) complexes have been synthesized and characterized. Their catalytic activity has been demonstrated in Suzuki-type cross-coupling and in the Heck reaction. Their redox properties have been investigated by means of cyclic voltammetry.
Synthesis method of azetidine silicon precursor compound and method for synthesizing six-membered silicon-nitrogen heterocyclic compound by using azetidine silicon precursor compound
-
Paragraph 0091-0095, (2021/06/26)
The invention discloses a synthesis method of an azetidine silicon precursor compound and a method for synthesizing a six-membered silicon nitrogen heterocyclic compound by using the azetidine silicon precursor compound, and belongs to the technical field
Ni/AntPohs-Catalyzed Stereoselective Asymmetric Intramolecular Reductive Coupling of N-1,6-Alkynones
Chen, Wanjun,Cheng, Yaping,Zhang, Tao,Mu, Yu,Jia, Wenqi,Liu, Guodu
, p. 5166 - 5182 (2021/05/05)
An efficient nickel-catalyzed stereoselective asymmetric intramolecular reductive coupling of N-1,6-alkynones is reported. A P-chiral monophosphine ligand AntPhos was found to be a privileged catalyst for constructing versatile functionalized chiral pyrro
