N-Tosyl-L-aspartic acid

Base Information

• Chemical Name: N-Tosyl-L-aspartic acid
• CAS No.: 4816-82-4
• Molecular Formula: C11H13 N O6 S
• Molecular Weight: 287.293
• European Community (EC) Number: 225-391-7
• DSSTox Substance ID: DTXSID60964018
• Wikidata: Q76009937
• Mol file: 4816-82-4.mol

Synonyms:N-Tosyl-L-aspartic acid;4816-82-4;(2S)-2-[(4-methylphenyl)sulfonylamino]butanedioic acid;EINECS 225-391-7;(2S)-2-(4-METHYLBENZENESULFONAMIDO)BUTANEDIOIC ACID;n-[(4-methylphenyl)sulfonyl]-l-aspartic acid;SCHEMBL698843;DTXSID60964018;AKOS030254836;N-(p-Toluenesulfonyl)-L-aspartic acid;N-(4-Methylbenzene-1-sulfonyl)aspartic acid;Nalpha-(4-methylbenzenesulfonyl)-L-aspartic acid;EN300-17433100

Chemical Property of N-Tosyl-L-aspartic acid

Chemical Property:

• Vapor Pressure: 5.56E-10mmHg at 25°C
• Boiling Point: 478.9°Cat760mmHg
• Flash Point: 243.4°C
• PSA: 129.15000
• Density: 1.469g/cm³
• LogP: 1.67290
• Solubility.: Acetone, Methanol, Hot Water
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 287.04635831
• Heavy Atom Count: 19
• Complexity: 433

Purity/Quality:

99% ^*data from raw suppliers

N-Tosyl-L-asparticAcid ^*data from reagent 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(CC(=O)O)C(=O)O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CC(=O)O)C(=O)O
• Uses: N-Tosyl-L-aspartic Acid is a protected L-Aspartic Acid, a nonessential amino acid found in plant proteins. N-Tosyl-L-aspartic Acid is a protected L-Aspartic Acid, a nonessential amino acid.

Technology Process of N-Tosyl-L-aspartic acid

There total 2 articles about N-Tosyl-L-aspartic 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: 98.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + p-toluenesulfonyl chloride (98-59-9) → N-[(4-methylphenyl)-sulfonyl]-L-aspartic acid (4816-82-4)

Guidance literature:

With sodium hydroxide; In diethyl ether; at 20 ℃;

DOI:10.1002/1522-2675(200206)85:6<1659::AID-HLCA1659>3.0.CO;2-D

Reference yield:

→ N-[(4-methylphenyl)-sulfonyl]-L-aspartic acid (4816-82-4)

Guidance literature:

gemaess J. Chem. Soc., <1940> 706;

Reference yield: 93.0%

N-[(4-methylphenyl)-sulfonyl]-L-aspartic acid (4816-82-4) → (-)-(3S)-3,4-dihydro-3-(tosylamino)furan-2,5-dione (21440-07-3)

Guidance literature:

With acetic anhydride; at 25 ℃; for 12h;

DOI:10.1016/S0040-4039(00)77503-4

upstream raw materials:

L-Aspartic acid

p-toluenesulfonyl chloride

Downstream raw materials:

N-(toluene-sulfonyl-⁽⁴⁾)-L-aspartic acid dibutyl ester

(-)-(3S)-3,4-dihydro-3-(tosylamino)furan-2,5-dione

N-[(4-methylphenyl)sulfonyl]-L-aspartic acid 1,4-dimethyl ester

ethyl (+)-(3R)-3-(tosylamino)octanoate