Dansyl-tyrosine

Base Information

• Chemical Name: Dansyl-tyrosine
• CAS No.: 52107-47-8
• Molecular Formula: C21H22 N2 O5 S
• Molecular Weight: 414.482
• Nikkaji Number: J279.449G
• Mol file: 52107-47-8.mol

Synonyms:dansyl-tyrosine;NS00059674

Chemical Property of Dansyl-tyrosine

Chemical Property:

• Vapor Pressure: 4.62E-18mmHg at 25°C
• Boiling Point: 655.2°C at 760 mmHg
• Flash Point: 350.1°C
• PSA: 115.32000
• Density: 1.384g/cm³
• LogP: 4.05730
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 414.12494298
• Heavy Atom Count: 29
• Complexity: 655

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NC(CC3=CC=C(C=C3)O)C(=O)O
• Isomeric SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)N[C@@H](CC3=CC=C(C=C3)O)C(=O)O

Technology Process of Dansyl-tyrosine

There total 6 articles about Dansyl-tyrosine 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: 93.0%

N,O-didansyl-L-tyrosine (1111-06-4) → 5-dimethylamino-1-naphthalene-sulphonyl-L-tyrosine (52107-47-8)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Heating;

DOI:10.1021/jm061464w

Reference yield:

dansyl-DL-tyrozine → 5-dimethylamino-1-naphthalene-sulphonyl-L-tyrosine (52107-47-8) + Dns-D-Tyr

Guidance literature:

With L-leucine; ammonium acetate; boric acid; zinc(II) sulfate; β‐cyclodextrin; In aq. buffer; at 25 ℃; pH=8.2; pH-value; Resolution of racemate;

DOI:10.1039/c4ra09433f

Reference yield:

(S)-3-(4-Benzyloxycarbonyloxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionic acid → 5-dimethylamino-1-naphthalene-sulphonyl-L-tyrosine (52107-47-8)

Guidance literature:

With formic acid; palladium; In methanol; for 0.75h; Heating;

DOI:10.1002/(SICI)1099-1344(199806)41:6<477::AID-JLCR104>3.0.CO;2-3

upstream raw materials:

5-(dimethylamino)naphth-1-ylsulfonyl chloride

O-benzyloxycarbonyl-L-tyrosine

N,O-didansyl-L-tyrosine

?Tyr

Refernces

• 1、 Su, Yuan,Mu, Xiaoyu,Qi, Li. "A new chiral ligand exchange capillary electrophoresis system based on Zn(ii)-l-leucine complexes coordinating with β-cyclodextrin and its application in screening tyrosinase inhibitors". . p. 55280 - 55285. Retrieved 2015/02/05.
• 2、 LeFevre, Joseph W.,Bonzagni, Neil J.,Chappell, Lara L.,Clement, David J.,Albro, Jeb R.,Lezynski, Denise M.. "Determination of enantiomeric purity of commercial 14C- and 3H- labeled L-α-amino acids". . p. 477 - 489. Retrieved 2007/10/03.