62802-60-2

Upstream product

• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 7585-39-9 β‐cyclodextrin 

Relevant academic research and scientific papers

Effective synthesis of negatively charged cyclodextrins. Selective access to phosphate cyclodextrins

We report the selective preparation of α- and β-cyclodextrins bearing one and two phosphate moieties on the primary rim. These compounds were prepared by selective O-debenzylation of fully protected derivatives, followed by phosphorylation and deprotection. The synthesis of an α-cyclodextrin with both, a carboxylic group and a phosphate moiety on primary positions is also described. Title compounds are examples of negatively charged cyclodextrins that might be of interest in studying the complexation of cationic guests.

A convenient procedure for the synthesis of 6-O-mono-phosphate β-cyclodextrins

The synthesis of β-cyclodextrin derivatives bearing one phosphate group on the primary rim is reported. These compounds were prepared in good to excellent yields, by reacting β-cyclodextrin with dialkyl chlorophosphates in the presence of 4-dimethyl amino

Molecular Recognition Study on Supramolecular System. 14.1 Synthesis of Modified Cyclodextrins and Their Inclusion Complexation Thermodynamics with L-Tryptophan and Some Naphthalene Derivatives

A series of β-cyclodextrin derivatives, carrying pyridinio (4-6), phosphonyl (7, 8), seleno (9-11), m- and p-picolinyl (12, 13), o-chloroanilino (16), 8-quinolyl (17), furfuryl (18), and 9-fluorenyl (19) moieties in the side chain, were newly synthesized, and their complexation behavior was assessed and discussed thermodynamically, using L-tryptophan and a few naphthalene derivatives as representative guests. Calorimetric titrations have been performed at 25.0°C in buffered aqueous solution (pH 7.20) to give the complex stability constants and thermodynamic parameters for the 1:1 inclusion complexation of these guests with the native and modified α-, β-, and/or γ-cyclodextrins (1-20). All of the chemical modifications to the primary side of cyclodextrins examined led to significant changes in complex stability and thermodynamic parameters, which are elucidated in terms of the conformational, electrostatic, hydrogen-bonding, and hydration effects. Thermodynamically, the inclusion complexation is mainly enthalpy-driven with a negative or minor positive entropic contribution, which in some cases determines the complex stability. The induced circular dichroism spectral analyses of these cyclodextrin derivatives indicated that the aromatic moiety in modified β-cyclodextrins (4-6, 9-19) only shallowly penetrates into the hydrophobic cavity of β-cyclodextrin, while the phenyl phosphate and fluorenyl moieties in 7 and 20 are embedded into the hydrophobic cavity of β-cyclodextrin because of the longer linking chain. Using all the thermodynamic data for a wide variety of cyclodextrin derivatives obtained in this and previous studies, the entropy changes (TΔS) were plotted against the enthalpy changes (ΔH) to give an excellent linear relationship. The slope (α) of 1.02 and an intercept (TΔS0) of 4.3 of the regression line indicate substantial conformational changes and extensive desolvation caused upon complexation, respectively.

Enantioselective recognition of amino acids by β-cyclodextrin 6-O-monophosphates

Mono-(6-O-diphenoxyphosphoryl)-β-cyclodextrin 1 and mono-(6-O-ethoxyhydroxyphosphoryl)-β-cyclodextrin 2 have been synthesized by a convenient method in 40 and 35percent yields, respectively.The stability constant (Ka) and Gibbs free energy chan