The direct β-mannosylation with C-1 hydroxy sugars would provide a complimentary or efficient strategy for β-mannosylation, in that anomeric derivatization, isolation of the donor and activation and coupling should be carried out as separate steps. Herein we describe a novel β-mannosylation method. Reaction of C-1 hydroxy sugars with phthalic achydride in the presence of DBU at RT in CH2Cl2 and sequential addition of Tf2O, DTBMP and ROH without isolation of any intermediates to afford β-mannopyranoside. We have applied the successful one-pot dehydrative glycosylation method to the stereoselective β -mannosylation with C-1 hydroxy sugars to the synthesis of tetrasaccharide.
저자
Jeong Woo Oh [ Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University, Seoul ]
Kwan Soo Kim [ Center for Bioactive Molecular Hybrids and Department of Chemistry, Yonsei University, Seoul ]
본 학회는 화학, 생화학, 분자생물학, 미생물학, 식품공학, 의학, 약학, 유전공학 및 생물공학, 환경 및 기타 공업 등 전 분야의 탄수화물관련 이론과 기술을 연구 발전시키고 산학협동을 통해 이를 보급하여 국내 관련 산업의 발전 및 국민생활의 과학화에 기여하고자 하며, 이러한 목표와 비젼의 실현을 위해 회원들이 적극적인 참여와 활동을 전개하고자 한다.