Dansyl-L-aspartic acid

Base Information

• Chemical Name: Dansyl-L-aspartic acid
• CAS No.: 1100-24-9
• Molecular Formula: C16H18N2O6S
• DSSTox Substance ID: DTXSID401314185
• Nikkaji Number: J291.237F
• Mol file: 1100-24-9.mol

Synonyms:1100-24-9;Dansylasparatic acid;dansyl-aspartic acid;DANSYL-L-ASPARTIC ACID;SCHEMBL8842854;DTXSID401314185;Dansyl-dl-aspartic acid di(cyclohexylammonium)salt;(2S)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]butanedioic acid;(S)-2-(5-(Dimethylamino)naphthalene-1-sulfonamido)succinic acid

Chemical Property of Dansyl-L-aspartic acid

Chemical Property:

• Vapor Pressure: 8.26E-14mmHg at 25°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 366.08855747
• Heavy Atom Count: 25
• Complexity: 600

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NC(CC(=O)O)C(=O)O
• Isomeric SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N[C@@H](CC(=O)O)C(=O)O

Technology Process of Dansyl-L-aspartic acid

There total 4 articles about Dansyl-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: 40.0%

N-dansyl-L-aspartic acid dimethyl ester (108353-46-4) → dansyl-L-aspartic acid (1100-24-9)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 12h;

DOI:10.1039/b815281k

Reference yield:

dansyl-D,L-aspartic acid (42808-07-1) → dansyl-L-aspartic acid (1100-24-9) + dansyl-D-aspartic acid

Guidance literature:

DOI:10.1021/ac950698c

Reference yield:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → dansyl-L-aspartic acid (1100-24-9) + dansyl-D-aspartic acid

Guidance literature:

Multi-step reaction with 2 steps

1: lithium carbonate / acetone / 0.5 h / 20 °C

2: boric acid; β‐cyclodextrin; zinc(II) sulfate; L-leucine; ammonium acetate / aq. buffer / 25 °C / pH 8.2 / Resolution of racemate

With L-leucine; ammonium acetate; boric acid; lithium carbonate; zinc(II) sulfate; β‐cyclodextrin; In acetone;

DOI:10.1039/c4ra09433f

upstream raw materials:

dansyl-D,L-aspartic acid

N-dansyl-L-aspartic acid dimethyl ester

5-(dimethylamino)naphth-1-ylsulfonyl chloride