octakis(6-chloro-6-deoxy)-γ-cyclodextrin

Base Information

• Chemical Name: octakis(6-chloro-6-deoxy)-γ-cyclodextrin
• CAS No.: 173094-60-5
• Molecular Formula: C₄₈H₇₂Cl₈O₃₂
• Molecular Weight: 1444.7
• Hs Code.: 9999999999
• Mol file: 173094-60-5.mol

Synonyms:

Chemical Property of octakis(6-chloro-6-deoxy)-γ-cyclodextrin

Chemical Property:

• Melting Point: >234°C (dec.)
• PKA: 11.60±0.70(Predicted)
• Density: 1.588±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Dimethylformamide (Sparingly, Sonicated), DMSO (Slightly)

Purity/Quality:

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

6-Perdeoxy-6-perchloro-γ-cyclodextrin,>90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-Perdeoxy-6-perchloro-γ-cyclodextrin is useful reagent for preparation of bilayer vesicles of amphiphilic cyclodextrins as host membranes that recognize guest molecules such as adamantane via S-alkylation.

Technology Process of octakis(6-chloro-6-deoxy)-γ-cyclodextrin

There total 2 articles about octakis(6-chloro-6-deoxy)-γ-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: 97.0%

cyclomaltooctaose (17465-86-0) → octakis(6-chloro-6-deoxy)-γ-cyclodextrin (173094-60-5)

Guidance literature:

With methanesulfonyl chloride; In N,N-dimethyl-formamide; at 65 ℃; for 48h;

Reference yield: 84.0%

methanesulfonyl chloride (124-63-0) + cyclomaltooctaose (17465-86-0) → octakis(6-chloro-6-deoxy)-γ-cyclodextrin (173094-60-5)

Guidance literature:

In N,N-dimethyl-formamide; at 65 ℃; for 96h;

DOI:10.1039/c0cc00616e

Reference yield: 65.0%

octakis(6-chloro-6-deoxy)-γ-cyclodextrin (173094-60-5) → 6A,6B,6C,6D,6E,6F,6G,6H-octaazido-6A,6B,6C,6D,6E,6F,6G,6H-octadeoxy-γ-cyclodextrin (156297-61-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 75 ℃; for 48h;

upstream raw materials:

cyclomaltooctaose

methanesulfonyl chloride

Downstream raw materials:

6^A,6^B,6^C,6^D,6^E,6^F,6^G,6^H-octaazido-6^A,6^B,6^C,6^D,6^E,6^F,6^G,6^H-octadeoxy-γ-cyclodextrin

Refernces

• 1、 Zultanski, Susan L.,Kuhl, Nadine,Zhong, Wendy,Cohen, Ryan D.,Reibarkh, Mikhail,Jurica, Jon,Kim, Jungchul,Weisel, Lauren,Ekkati, Anil R.,Klapars, Artis,Gauthier, Donald R.,McCabe Dunn, Jamie M.. "Mechanistic Understanding of a Robust and Scalable Synthesis of Per(6-deoxy-6-halo)cyclodextrins, Versatile Intermediates for Cyclodextrin Modification". . p. 597 - 607. Retrieved 2021.
• 2、 -. "METHOD FOR PREPARING SUGAMMADEX SODIUM". Paragraph 0032. . Retrieved 2020/02/08.
• 3、 Liu, Xiaofeng,Cheng, Sen,Wang, Xiaolei,Xue, Weihua. "A convenient procedure for the formation of per(6-deoxy-6-halo) cyclodextrins using the combination of tetraethylammonium halide with [Et 2NSF2]BF4". . p. 3103 - 3105. Retrieved 2013/12/04.