Dansyl-l-isoleucine

Base Information

• Chemical Name: Dansyl-l-isoleucine
• CAS No.: 1100-21-6
• Molecular Formula: C₁₈H₂₄N₂O₄S
• Molecular Weight: 364.466
• DSSTox Substance ID: DTXSID30424932
• Nikkaji Number: J149.404J
• Mol file: 1100-21-6.mol

Synonyms:Dansyl-l-isoleucine;1100-21-6;5-Dimethylaminonaphthalene-1-sulfonyl-L-isoleucine;(2S,3S)-2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-3-methylpentanoic acid;(2S,3S)-2-(5-(Dimethylamino)naphthalene-1-sulfonamido)-3-methylpentanoic acid;Dns-Ile-OH;dansyl-isoleucine;(2S,3S)-2-[5-(DIMETHYLAMINO)NAPHTHALENE-1-SULFONAMIDO]-3-METHYLPENTANOIC ACID;SCHEMBL4140524;DTXSID30424932;NJTOKQLVHXSRPR-SJCJKPOMSA-N;BAA10021;MFCD00069525;Dansyl-L-isoleucine (Dan-L-Ile-OH);D1497;T70081;N-(5-Dimethylamino-1-naphthylsulfonyl)-l-isoleucine;N-([5-(Dimethylamino)-1-naphthyl]sulfonyl)isoleucine #

Chemical Property of Dansyl-l-isoleucine

Chemical Property:

• Vapor Pressure: 1.03E-12mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 545oC at 760 mmHg
• Flash Point: 283.4oC
• PSA: 95.09000
• Density: 1.256g/cm3
• LogP: 4.15510
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 364.14567842
• Heavy Atom Count: 25
• Complexity: 558

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dansyl-L-isoleucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)O)NS(=O)(=O)C1=CC=CC2=C1C=CC=C2N(C)C
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)O)NS(=O)(=O)C1=CC=CC2=C1C=CC=C2N(C)C

Technology Process of Dansyl-l-isoleucine

There total 4 articles about Dansyl-l-isoleucine 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:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) + C72H110N12O20 (103651-09-8) → dansyl-D-alanine (35021-10-4,42808-04-8,56176-32-0) + dansyl-(R)-threonine + C29H34N4O6S2 + C33H34N4O6S2 + N-dansyl-L-glutamic acid (1101-68-4,68973-58-0,95465-24-0) + dansyl-L-isoleucine (48208-46-4,77426-59-6,1100-21-6) + N-(5-dimethylaminonaphthalene-1-sulfonyl)proline (1239-94-7,48201-36-1,114420-32-5) + dansyl-DL-tyrozine

Guidance literature:

C₇₂H₁₁₀N₁₂O₂₀; With hydrogenchloride; water; at 110 ℃; for 12h;

5-(dimethylamino)naphth-1-ylsulfonyl chloride; With sodium hydrogencarbonate; In acetone; at 20 ℃; for 14h;

DOI:10.1016/j.bmc.2012.04.040

Reference yield:

L-isoleucine (73-32-5,959215-79-3,18875-42-8) + 5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → dansyl-L-isoleucine (48208-46-4,77426-59-6,1100-21-6)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 37 ℃; for 1h;

DOI:10.1016/S0040-4020(01)96128-9

Reference yield:

(2S,3S)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-methyl-pentanoic acid → dansyl-L-isoleucine (48208-46-4,77426-59-6,1100-21-6) + (2R,3R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-methyl-pentanoic acid (77426-59-6)

Guidance literature:

upstream raw materials:

L-isoleucine

5-(dimethylamino)naphth-1-ylsulfonyl chloride

C₇₂H₁₁₀N₁₂O₂₀

Refernces

• 1、 Lehotay, Jozef,Hrobonova,Krupcik,Cizmarik. "Chiral separation of enantiomers of amino acid derivatives by HPLC on vancomycin and teicoplanin chiral stationary phases". . p. 863 - 865. Retrieved 2007/10/03.