21753-19-5

Basic information

• Product Name: Nα-Tosyl-D-α,β-diaminopropionic Acid
• Synonyms: Nα-Tosyl-D-α,β-diaminopropionic Acid;Nα-Tosyl-L-α,β-diaminopropionic Acid;(S)-3-AMino-2-[(4-tolylsulfonyl)aMino]propionic Acid;N-2-Tosyl-L-2,3-diaMinopropionic Acid;NSC 263145
• CAS NO: 21753-19-5
• Molecular Formula: C₁₀H₁₄N₂O₄S
• Molecular Weight: 258.29416
• Product Categories: Amino Acids & Derivatives
• Mol File: 21753-19-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 225-226°C
• Boiling Point: 469.7°Cat760mmHg
• Flash Point: 237.9°C
• Appearance: /
• Density: 1.373g/cm³
• Vapor Pressure: 1.26E-09mmHg at 25°C
• Refractive Index: 1.584
• Solubility: Methanol
• PKA: 2.31±0.16(Predicted)
• CAS DataBase Reference: Nα-Tosyl-D-α,β-diaminopropionic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: Nα-Tosyl-D-α,β-diaminopropionic Acid(21753-19-5)
• EPA Substance Registry System: Nα-Tosyl-D-α,β-diaminopropionic Acid(21753-19-5)

Safety Data

• Hazardous Substances Data: 21753-19-5(Hazardous Substances Data)

Usage

Description

Nα-Tosyl-D-α,β-diaminopropionic Acid, with the CAS number 21753-19-5, is a white powder compound that is primarily utilized in the field of organic synthesis. It serves as a valuable building block for the creation of various complex organic molecules and plays a significant role in the development of novel chemical entities.

Uses

Used in Organic Synthesis:
Nα-Tosyl-D-α,β-diaminopropionic Acid is used as a synthetic building block for the development of complex organic molecules. Its unique structure and reactivity make it a versatile component in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Nα-Tosyl-D-α,β-diaminopropionic Acid is used as a key intermediate in the synthesis of various therapeutic agents. Its incorporation into drug molecules can enhance their pharmacological properties, such as potency, selectivity, and bioavailability, leading to the development of more effective treatments for a variety of diseases.
Used in Agrochemical Industry:
Nα-Tosyl-D-α,β-diaminopropionic Acid also finds application in the agrochemical industry, where it is employed in the synthesis of novel pesticides and other crop protection agents. Its unique chemical properties allow for the creation of innovative molecules with improved efficacy and selectivity, contributing to more sustainable and environmentally friendly agricultural practices.
Used in Research and Development:
In the field of research and development, Nα-Tosyl-D-α,β-diaminopropionic Acid serves as an important tool for chemists and biologists working on the discovery and optimization of new molecules with potential applications in various industries. Its availability and reactivity make it a valuable asset in the pursuit of scientific advancements and the development of innovative solutions to complex problems.

InChI:InChI=1/C10H14N2O4S/c1-7-2-4-8(5-3-7)17(15,16)12-9(6-11)10(13)14/h2-5,9,12H,6,11H2,1H3,(H,13,14)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 36212-66-5 N²-(toluene-4-sulfonyl)-L-asparagine 

Downstream Products

• 84856-37-1 Nβ-(5-amino-4-chloro-6-pyrimidinyl)-α-tosyldiaminopropionic acid 
• 199853-68-4 (S)-3-(3-Methyl-benzoylamino)-2-(toluene-4-sulfonylamino)-propionic acid 
• 1186-65-8 (S)-2,3-diaminopropanoic acid hydrobromide 
• 96846-01-4 N²-<(4-methylphenyl)sulfonyl>-2-amino-3-<<(methylamino)carbonyl>amino>propanoic acid 
• 90263-74-4 (3S)-3-p-tolylsulphonamidoazetidin-2-one 
• 74536-29-1 (S)-2-amino-3-((tert-butoxycarbonyl)amino)propanoic acid 
• 16947-86-7 N^α-Tosyl-N^β-(tert-butpxycarbonyl)-L-α,β-diamonopropionic acid 
• 3476-23-1 β-Guanidino-L-α-tosylamino-propionsaeure 
• 91338-47-5 β-Ureido-L-α-tosylamino-propionsaeure 
• 21760-84-9 N^α-Tosyl-N^β-cyanmethyl-L-α,β-diamino-propionsaeure 

Relevant articles and documents

Development of the Hofmann rearrangement of Nα-tosylasparagine through calorimetric and NMR analysis

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A highly convergent synthesis of a fibrinogen receptor antagonist

A practical multikilogram synthesis of 2(S)-[(p-toluenesulfonyl)amino]- 3-[[[5,6,7,8-tetrahydro-4-oxo-5-[2-(piperidin-4-yl)ethyl]-4H-pyrazolo[1,5- α][1,4]diazepin-2-yl]carbonyl]amino]propionic acid pentahydrate (1), an oral fibrinogen receptor antagonist, is described. The nine-step convergent process, which afforded 1 in 37% overall yield, included pyrazole 5a and N- tosylaminoalanine 16 as key fragments. Pyrazole 5a was obtained from pyrazole-3,5-dicarboxylic acid by esterification with MeOH, alkylation/cyclization with 3-bromopropylamine, and Michael addition with 4- vinylpyridine. N-Tosylaminoalanine 16 was prepared by tosylation of asparagine, Hofmann reaction, and benzyl esterification. Saponification of pyrazole 5a, coupling of the acid with N-tosylaminoalanine 16, and Pd- catalyzed hydrogenolysis and pyridine reduction completed the synthesis.

Asymmetric synthesis of (R)-6-amino-1-methyl-4-(3-methyl- benzyl)hexahydro-1H-1,4-diazepine from L-asparagine

An efficient asymmetric synthesis of (R)-6-amino-1-methyl-4-(3- methylbenzyl)hexahydro-1H-1,4-diazepine [(R)-2] which serves as the amine part of (R)-1, a potent and selective 5-HT3 receptor antagonist, is described. Formation of the hexahydro-