130320-86-4

Upstream product

• 21204-32-0 ε-iso-rhodomycinone 
• 73891-04-0 2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-(trifluoroacetamido)-L-arabino-hex-1-enitol 
• 166191-09-9 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-arabino-hexopyranoside 

Relevant academic research and scientific papers

A short and efficient transformation of rhamnose into activated daunosamine, acosamine, ristosamine and epi-daunosamine derivatives, and synthesis of an anthracycline antibiotic acosaminyl-ε-iso-rhodomycinone

3-Amino-2,3,6-trideoxyhexopyranoses are essential constituents of most anthracycline antitumour antibiotics. For an investigation of structure-activity relationships, the four diastereomeric amino sugars daunosamine, acosamine, ristosamine, and epidaunosamine were synthesised in short and efficient routes starting from commercially available rhamnose. Several glycosyl donors were provided and their use was exemplified in the synthesis of acosaminyl-ε-iso-rhodomycinone.

Semisynthetic ε-isorhodomycins: their synthesis using glycals and their structure-activity relationship

Syntheses and structure-activity relationships of 7-O-(3-amino-2,3,6-trideoxy-α-L-lyxo- (18), -L-arabino- (20) and -L-ribo-hexopyranosyl)-ε-isorhodomycins (25) and their 3'-dimethylamino derivatives 22, 23 and 26 are described.Condensation (trimethylsilyl