- Chiral pool based efficient synthesis of the aminocyclitol core and furanoside of (-)-hygromycin A: formal total synthesis of (-)-hygromycin A.
Chiral pool based efficient synthesis of the aminocyclitol core and furanoside of (-)-hygromycin A: formal total synthesis of (-)-hygromycin A.
Organic letters (2012-11-15)
Hong-Jay Lo, Yuan-Kang Chang, Tu-Hsin Yan
PMID23148861
ABSTRACT
A chiral pool based synthetic strategy that leads from the readily available and inexpensive C(2)-symmetric tartaric acids to the chiral O-isopropylidenebenzooxazole--a convenient precursor to the aminocyclitol core of hygromycin A as well as the chiral γ-disilyloxybutyrolactone--a pivotal intermediate to approach to the furanoside of hygromycin A.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Hygromycin B solution from Streptomyces hygroscopicus, ≥60% (HPLC), 45-60 mg/mL in H2O
Sigma-Aldrich
Hygromycin B solution from Streptomyces hygroscopicus, ≥60% (HPLC), 45-60 mg/mL in H2O, γ-irradiated
Sigma-Aldrich
Hygromycin B from Streptomyces hygroscopicus, suitable for plant cell culture, BioReagent, ≥60% (HPLC), lyophilized powder
Sigma-Aldrich
Hygromycin B from Streptomyces hygroscopicus, powder, BioReagent, suitable for cell culture, suitable for insect cell culture