Convenient Synthesis of Dipropargyl Ether Derivative of D-Mannose

被引:2
|
作者
Mahdi, Lamyaa Salih [1 ]
Mohammed, Adnan Ibrahim [2 ]
Mohammed, Majid Jary [3 ]
机构
[1] Univ Kerbala, Dept Pharmacognosy & Med Plant, Coll Pharm, Karbala, Iraq
[2] Univ Kerbala, Coll Sci, Dept Chem, Karbala, Iraq
[3] Kufa Univ, Coll Sci, Dept Chem, Kufa, Iraq
关键词
Mannose diacetonide; aldol condensation; dialkynyl sugar; 2-C barnced sugar; Williamson etherification; FORMALDEHYDE;
D O I
10.1063/5.0027403
中图分类号
Q [生物科学];
学科分类号
07 ; 0710 ; 09 ;
摘要
Bifunctional organic compounds have significant applications particularly in polymer science. Herein, new dipropargyl sugar derivative has been synthesized staring from D-mannose. in the first step, mannose diacetonide was prepared from commercially available D-mannose and acetone in the presence of H2SO4. Then, the isopropylidene was extended at C-2 via aldol condensation using formaldehyde in the presence of base. Next, Williamson etherification was followed to synthesize the required dilkynyl compound through the treatment of the 2-C branched sugar with propargyl bromide in the presence of NaOH as a catalyst. All synthesized derivatives were identified utilizing NMR and HRMS.
引用
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页数:7
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