Utilization of Silyl Ethers and Other Protection Groups in the Synthesis of Chitosan Derivatives

Strategies based on the use of protection groups have a signicant role in the synthesis of organic compounds, especially when it involves selective modication of one group in the presence of several other reactive functional groups. Despite the versatility of protection groups, their utilization in...

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Bibliographic Details
Published inChitin and Chitosan Derivatives pp. 85 - 108
Format Book Chapter
LanguageEnglish
Published CRC Press 2014
Subjects
HSQC NMR
Reactive Functional Groups
Primary Hydroxyl
Hydroxyl Group
Triphenylmethyl Chloride
Hydrazine Hydrate
Chloroacetyl Chloride
N Phthaloyl Chitosan
Chitosan Derivatives
Protection Groups
Chitosan Nanocarriers
Silyl Ether
High DS
TBDMS Ether
Phthaloyl Group
Solid State 13C CP
Chitosan Backbone
ROH
Amino Group
Silylated Product
Acetic Anhydride
Trityl Chloride
HMDS
Hydroxyl
Silyl Protecting
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Summary:Strategies based on the use of protection groups have a signicant role in the synthesis of organic compounds, especially when it involves selective modication of one group in the presence of several other reactive functional groups. Despite the versatility of protection groups, their utilization in chitosan chemistry has not been extensive and is limited almost exclusively to phthaloyl, trityl, and silyl ether protection groups. Efcient protecting group strategy can have a dual role in chitosan chemistry, that is, to protect a functional group for chemoselective or regioselective modication and to improve the solubility of the polymer in organic solvents, thereby promoting efcient modi-cations under homogeneous conditions.
DOI:10.1201/b15636-8