HEPTAKIS-6-(DIMETHYL-TERT-BUTYLSILYL)-BETA-CYCLODEXTRIN

Base Information

• Chemical Name: HEPTAKIS-6-(DIMETHYL-TERT-BUTYLSILYL)-BETA-CYCLODEXTRIN
• CAS No.: 123155-03-3
• Molecular Formula: C84H168 O35 Si7
• Molecular Weight: 1934.84
• Mol file: 123155-03-3.mol

Synonyms:2,4,7,9,12,14,17,19,22,24,27,29,32,34-Tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane,b-cyclodextrin deriv.;6-tert-Butyldimethylsilyl-b-cyclodextrin;6A,6B,6C,6D,6E,6F,6G-Heptakis-O-[(1,1-dimethylethyl)dimethylsilyl]-b-cyclodextrin; Heptakis(6-O-tert-butyldimethylsilyl)-b-cyclodextrin;Heptakis-6-O-(dimethyl-tert-butylsilyl)-b-cyclodextrin; Hydrodex b-6TBDM

Chemical Property of HEPTAKIS-6-(DIMETHYL-TERT-BUTYLSILYL)-BETA-CYCLODEXTRIN

Chemical Property:

• Melting Point: 316 °C
• PSA: 477.05000
• LogP: 5.97590
• Solubility.: Methanol, Chloroform

Purity/Quality:

98%min ^*data from raw suppliers

Heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Uses: Heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin is an intermediate formed in the synthesis of Heptakis(6-O-sulfo)-β-cyclodextrin Heptasodium Salt (H281125), a β-Cyclodextrin derivative that inhibits anthrax lethal toxin. Chiral selector for capillary electrophorese, CE.

Technology Process of HEPTAKIS-6-(DIMETHYL-TERT-BUTYLSILYL)-BETA-CYCLODEXTRIN

There total 1 articles about HEPTAKIS-6-(DIMETHYL-TERT-BUTYLSILYL)-BETA-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: 96.0%

tert-butyldimethylsilyl chloride (18162-48-6) + β‐cyclodextrin (7585-39-9) → heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin (123155-03-3)

Guidance literature:

With pyridine; at 20 ℃; for 18.6667h; Inert atmosphere;

DOI:10.1016/j.reactfunctpolym.2020.104686

Reference yield: 99.0%

heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin (123155-03-3) + methyl iodide (74-88-4) → heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-methyl)cyclomaltoheptaose (123155-04-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; for 24h;

DOI:10.1016/0040-4039(94)88436-6

Reference yield: 97.0%

acetic anhydride (108-24-7) + heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin (123155-03-3) → heptakis(2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl)cyclomaltoheptaose (123172-94-1)

Guidance literature:

In pyridine; at 100 ℃;

DOI:10.1016/j.carres.2004.11.022

upstream raw materials:

tert-butyldimethylsilyl chloride

β‐cyclodextrin

Downstream raw materials:

heptakis(2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl)cyclomaltoheptaose

2^A,2^B,2^C,2^D,2^E,2^F,2^G-Hepta-O-benzyl-6^A,6^b,6^C,6^D,6^E,6^F,6^G-hepta-O-(tert-butyldimethylsiloxy)-β-cyclodextrin

C₁₃₃H₂₁₀O₄₉S₇Si₇

mono(2-O-tosyl)heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin

Refernces

• 1、 Ikeda, Hiroshi,Matsuhisa, Akiyuki,Ueno, Akihiko. "Efficient Transport of Saccharides through a Liquid Membrane Mediated by a Cyclodextrin Dimer". . p. 4907 - 4910. Retrieved 2003.
• 2、 Guo, Zhizhang,Chen, Xingyu,Zhang, Xiao,Xin, Jianyu,Li, Jianshu,Xiao, Huining. "Effective syntheses of per-2,3-di- and per-3-O-chloroacetyl-β-cyclodextrins: A new kind of ATRP initiators for star polymers". . p. 2351 - 2353. Retrieved 2010.
• 3、 Idriss, Hussein,Estour, Francois,Zgani, Ibrahim,Barbot, Cecile,Biscotti, Anais,Petit, Samuel,Galaup, Chantal,Hubert-Roux, Marie,Nicol, Lionel,Mulder, Paul,Gouhier, Geraldine. "Effect of the second coordination sphere on new contrast agents based on cyclodextrin scaffolds for MRI signals". . p. 4531 - 4534. Retrieved 2013.
• 4、 O'Mahony, Aoife M.,Ogier, Julien,Desgranges, Stephane,Cryan, John F.,Darcy, Raphael,O'Driscoll, Caitriona M.. "A click chemistry route to 2-functionalised PEGylated and cationic β-cyclodextrins: Co-formulation opportunities for siRNA delivery". . p. 4954 - 4960. Retrieved 2012.
• 5、 Ashton, Peter R.,Koeniger, Rainer,Stoddart, J. Fraser,Alker, David,Harding, Valerie D.. "Amino acid derivatives of β-cyclodextrin". . p. 903 - 908. Retrieved 1996.
• 6、 Nelles, Gabriele,Weisser, Michael,Back, Roberta,Wohlfart, Peter,Wenz, Gerhard,Mittler-Neher, Silvia. "Controlled orientation of cyclodextrin derivatives immobilized on gold surfaces". . p. 5039 - 5046. Retrieved 1996.
• 7、 Diakur,Zuo,Wiebe. "Synthesis and drug complexation studies with ss-cyclodextrins fluorinated on the primary face". . p. 209 - 223. Retrieved 1999.
• 8、 Aime, Silvio,Gianolio, Eliana,Palmisano, Giovanni,Robaldo, Bruna,Barge, Alessandro,Boffa, Luisa,Cravotto, Giancarlo. "Improved syntheses of bis(β-cyclodextrin) derivatives, new carriers for gadolinium complexes". . p. 1124 - 1130. Retrieved 2006.
• 9、 Kano, Koji,Horiki, Yasuhiro,Mabuchi, Takahiro,Kitagishi, Hiroaki. "Heptakis(2,3-di-O-carboxymethyl)-β-cyclodextrin as a pH-sensitive host". . p. 1086 - 1087. Retrieved 2004.
• 10、 Nelissen, Hubertus F. M.,Feiters, Martinus C.,Nolte, Roeland J. M.. "Synthesis and self-inclusion of bipyridine-spaced cyclodextrin dimers". . p. 5901 - 5906. Retrieved 2002.