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Synthesis and Spectroscopic Elucidation of Some Selectively Protected Trehalose Type Disaccharide by 2D-NMR Spectra

 

作者: RafikW. Bassily,   RamadanI. El-Sokkary,   RimonH. Youssef,   AdelN. Asaad,   MinaA. Nashed,  

 

期刊: Spectroscopy Letters  （Taylor Available online 1997）
卷期: Volume 30, issue 5  

页码: 849-869

 

ISSN:0038-7010

 

年代: 1997

 

DOI:10.1080/00387019708001634

 

出版商: Taylor & Francis Group

 

关键词: Galacto-galacto trehalose analogues;selective de-O-acetylation and benzoylation

 

数据来源: Taylor

 

摘要:

The selectively acylated trehalose type disaccharide2was prepared from the corresponding ditriflate derivative1viathe inversion of configuration at C-4,4′ positions. Cleavage of the transient protecting group (O-acetyl) from2furnished partially blocked disaccharides (3and4) capable of chain extension at position 4 or positions 4 and 4′, respectively. Acetal and ketal formation of the synthetic galacto-galacto trehalose (5) yielded compounds6and7, respectively. The regioseiective benzoylation of7gave8which has a free hydroxyl groups at positions2and 2′.

 

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