MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN

Base Information

• Chemical Name: MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN
• CAS No.: 97227-32-2
• Molecular Formula: C55H86 O42 S
• Molecular Weight: 1451.31
• Mol file: 97227-32-2.mol

Synonyms:2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-Hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane,g-cyclodextrin deriv.;2-O-(p-Toluenesulfonyl)cyclomaltooctaose; g-Cyclodextrin 2-monotosylate

Chemical Property of MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN

Chemical Property:

• Refractive Index: 148 ° (C=4, DMSO)
• PSA: 664.72000
• LogP: -14.60400

Purity/Quality:

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

Mono-2-O-(p-toluenesulfonyl)-γ-cyclodextrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Mono-2-O-(p-toluenesulfonyl)-gamma-cyclodextrin is a useful cyclodextrin used in the preparation of alkylamine-modified cyclodextrins for the inhibition of quorum sensing in gram-negative bacteria.

Technology Process of MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN

There total 3 articles about MONO-2-O-(P-TOLUENESULFONYL)-GAMMA-CYCLODEXTRIN 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: 46.0%

N-tosylimidazole (2232-08-8) + cyclomaltooctaose (17465-86-0) → 2I-O-(p-toluenesulfonyl)-γ-cyclodextrin (97227-32-2)

Guidance literature:

In N,N-dimethyl-formamide; for 2h; sonication;

DOI:10.1016/j.tetlet.2007.10.104

Reference yield: 7.5%

p-toluenesulfonyl chloride (98-59-9) + cyclomaltooctaose (17465-86-0) → 6I-O-p-toluenesulfonyl-γ-cyclodextrin (97227-33-3) + 2I-O-(p-toluenesulfonyl)-γ-cyclodextrin (97227-32-2)

Guidance literature:

cyclomaltooctaose; With di(n-butyl)tin oxide; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;

p-toluenesulfonyl chloride; With triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.02.005

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + cyclomaltooctaose (17465-86-0) → 2I-O-(p-toluenesulfonyl)-γ-cyclodextrin (97227-32-2)

Guidance literature:

With di(n-butyl)tin oxide; triethylamine; Yield given. Multistep reaction; 1) DMF, 95-100 deg C, 2h 2) TsCl, DMF, 0 deg C then 10h, r.t.;

DOI:10.1016/S0040-4039(00)95718-6

upstream raw materials:

p-toluenesulfonyl chloride

cyclomaltooctaose

N-tosylimidazole