(2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoic acid

Base Information

• Chemical Name: (2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoic acid
• CAS No.: 17360-25-7
• Molecular Formula: C₁₂H₁₇NO₄S
• Molecular Weight: 271.337
• UNII: KX49VS36SI
• Nikkaji Number: J976.667G
• ChEMBL ID: CHEMBL1410826
• Mol file: 17360-25-7.mol

Synonyms:17360-25-7;tosyl valine;n-tosylvaline;(2S)-3-methyl-2-(4-methylbenzenesulfonamido)butanoic acid;(2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoic acid;Tosyl valine [INCI];KX49VS36SI;N-p-Toluenesulfonyl-l-valine;(2S)-3-methyl-2-[(4-methylphenyl)sulfonylamino]butanoic acid;L-Valine, N-((4-methylphenyl)sulfonyl)-;(2S)-3-Methyl-2-(((4-methylphenyl)sulfonyl)amino)butanoic acid;(2S)-3-Methyl-2-([(4-methylphenyl)sulfonyl]amino)butanoic acid;NSC-142791;N-Tosyl-L-valine;UNII-KX49VS36SI;N-(p-toluenesulfonyl)valine;NCIStruc1_000618;NCIStruc2_000406;SCHEMBL3964630;CHEMBL1410826;NCI33495;CCG-38103;MFCD06661223;NCGC00013386;AKOS004909729;N-[(4-Methylphenyl)sulfonyl]valine #;NSC 142791;NCGC00013386-02;NCGC00096502-01;CS-0263497;EN300-87520;(S)-3-methyl-2-(4-methylphenylsulfonamido)butanoic acid;(2S)-3-methyl-2-(4-methylbenzenesulfonamido)butanoicacid

Chemical Property of (2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoic acid

Chemical Property:

• Vapor Pressure: 1.63E-08mmHg at 25°C
• Boiling Point: 439.9°Cat760mmHg
• Flash Point: 219.9°C
• PSA: 91.85000
• Density: 1.246g/cm³
• LogP: 2.85420
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 271.08782920
• Heavy Atom Count: 18
• Complexity: 377

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(C(C)C)C(=O)O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](C(C)C)C(=O)O

Technology Process of (2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoic acid

There total 15 articles about (2S)-3-methyl-2-{[(4-methylphenyl)sulfonyl]amino}butanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) + p-toluenesulfonyl chloride (98-59-9) → N-tosylvaline (17360-25-7,68005-71-0,32013-47-1)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 20 ℃; for 20h;

DOI:10.1246/BCSJ.20200393

Reference yield:

toluene-4-sulfonamide (70-55-3) → N-tosylvaline (17360-25-7,68005-71-0,32013-47-1)

Guidance literature:

D,L-valine; With sodium hydroxide; In water;

toluene-4-sulfonamide; In water;

With hydrogenchloride; water;

Reference yield:

N-(p-toluenesulfonyl)-α-dehydrovaline (863912-72-5) → N-(p-toluenesulfonyl)-L-valine (17360-25-7,32013-47-1,68005-71-0) + N-((4-methylphenyl)sulfonyl)-D-valine (68005-71-0)

Guidance literature:

With hydrogen; triethylamine; (-)-2,2',5,5'-tetramethyl-4,4'-bis(diphenylphosphino)-3,3'-bithiophene; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In various solvents; at 25 ℃; for 21h; under 4654.33 Torr; Further Variations:; Solvents; Temperatures; Pressures; reaction times; Product distribution;

DOI:10.1021/ol050869s

upstream raw materials:

(2S)-3-methyl-2-[[(4-methylphenyl)sulfonyl]amino]butanoic acid ethyl ester

L-valine

methanesulfonyl chloride

(2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid

Downstream raw materials:

(S)-(+)-N-tosylvaline chloride

2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester

N-(p-Toluenesulfonyl)-(S)-valyl-(S)-phenylalanine methyl ester

Tos-L-Val-L-Met-OMe