DANSYL-EPSILON-AMINOCAPROIC ACID (DICYCLOHEXYLAMMONIUM) SALT

Base Information

• Chemical Name: DANSYL-EPSILON-AMINOCAPROIC ACID (DICYCLOHEXYLAMMONIUM) SALT
• CAS No.: 76563-39-8
• Molecular Formula: C18H24 N2 O4 S
• Molecular Weight: 364.466
• Hs Code.: 2935009090
• Mol file: 76563-39-8.mol

Synonyms:6-[(5-Dimethylaminonaphthalene-1-sulfonyl)amino]hexanoicacid; Dansyl-e-aminocaproicacid

Chemical Property of DANSYL-EPSILON-AMINOCAPROIC ACID (DICYCLOHEXYLAMMONIUM) SALT

Chemical Property:

• PSA: 95.09000
• LogP: 4.30080
• Storage Temp.: −20°C

Purity/Quality:

DANSYL-EPSILON-AMINOCAPROIC ACID (DICYCLOHEXYLAMMONIUM) SALT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DANSYL-EPSILON-AMINOCAPROIC ACID (DICYCLOHEXYLAMMONIUM) SALT

There total 4 articles about DANSYL-EPSILON-AMINOCAPROIC ACID (DICYCLOHEXYLAMMONIUM) SALT 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: 92.0%

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) + 6-aminohexanoic acid (60-32-2,93208-38-9) → N-dansyl-6-aminohexanoic acid (76563-39-8)

Guidance literature:

5-(dimethylamino)naphth-1-ylsulfonyl chloride; 6-aminohexanoic acid; With sodium hydrogencarbonate; triethylamine; In water; acetone; for 1h;

With hydrogenchloride; water; In acetone; pH=3;

Reference yield: 85.0%

6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid methyl ester (351351-89-8) → N-dansyl-6-aminohexanoic acid (76563-39-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 4h; pH=10;

DOI:10.1016/S0960-894X(01)00209-8

Reference yield:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → N-dansyl-6-aminohexanoic acid (76563-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

2: 85 percent / aq. NaOH / H₂O; dioxane / 4 h / 20 °C / pH 10

With sodium hydroxide; triethylamine; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0960-894X(01)00209-8

upstream raw materials:

6-(5-dimethylamino-naphthalene-1-sulfonylamino)-hexanoic acid methyl ester

5-(dimethylamino)naphth-1-ylsulfonyl chloride

6-aminohexanoic acid

methyl 6-aminocaproate hydrochloride

Downstream raw materials:

N-(benzyloxy)-6-(5-(dimethylamino)naphthalene-1-sulfonamido)hexanamide

Refernces

• 1、 Heller, Katharina,Ochtrop, Philipp,Albers, Michael F.,Zauner, Florian B.,Itzen, Aymelt,Hedberg, Christian. "Covalent Protein Labeling by Enzymatic Phosphocholination". supporting information. p. 10327 - 10330. Retrieved 2015/09/01.
• 2、 Aguilar-Moncayo, Matilde,García-Moreno, M. Isabel,Stütz, Arnold E.,García Fernández, José M.,Wrodnigg, Tanja M.,Mellet, Carmen Ortiz. "Fluorescent-tagged sp2-iminosugars with potent β-glucosidase inhibitory activity". experimental part. p. 7439 - 7445. Retrieved 2011/01/04.