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Acridin-9-ylmethoxycarbonyl (Amoc): A New Photochemically Removable Protecting Group for Alcohols

Acridin-9-ylmethoxycarbonyl (Amoc): A New Photochemically Removable Protecting Group for Alcohols
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摘要 Synthesis and photochemistry of acridin-9-ylmethoxycarbonyl (Amoc) as a new photochemically removable protecting group for alcohols were described. Three carbonates of alcohols 1-3 were synthesized through condensation of 9-hydroxymethylacridine and chloroformates of alcohols, including benzyl alcohol, phenethyl alcohol and one galactose derivative. The photolysis of protected alcohols can efficiently release the corresponding alcohol in the efficiencies (Qulε) of 100-200 (quantum yield Qul=0.011-0.023, and molar absorptivity ε= 9.1 × 10^3-9.8 × 10^3 mol^-1·L·cm^-1) under 360 nm light. Synthesis and photochemistry of acridin-9-ylmethoxycarbonyl (Amoc) as a new photochemically removable protecting group for alcohols were described. Three carbonates of alcohols 1-3 were synthesized through condensation of 9-hydroxymethylacridine and chloroformates of alcohols, including benzyl alcohol, phenethyl alcohol and one galactose derivative. The photolysis of protected alcohols can efficiently release the corresponding alcohol in the efficiencies (Qulε) of 100-200 (quantum yield Qul=0.011-0.023, and molar absorptivity ε= 9.1 × 10^3-9.8 × 10^3 mol^-1·L·cm^-1) under 360 nm light.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2006年第10期1465-1468,共4页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (No. 30470444).
关键词 photochemically removable protecting group 9-hydroxymethylacridine PHOTOCHEMISTRY photochemically removable protecting group, 9-hydroxymethylacridine, photochemistry
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