166191-09-9

Basic information

• Product Name: 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-arabino-hexopyranoside
• Synonyms: 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-arabino-hexopyranoside
• CAS NO: 166191-09-9
• Molecular Weight: 506.551
• Mol File: 166191-09-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-arabino-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-arabino-hexopyranoside(166191-09-9)
• EPA Substance Registry System: 1-O-tert-butyldimethylsilyl 4-O-p-nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetamido-β-L-arabino-hexopyranoside(166191-09-9)

Safety Data

• Hazardous Substances Data: 166191-09-9(Hazardous Substances Data)

Upstream product

• 128135-57-9 3-azido-1-O-tert-butyl(dimethyl)silyl-2,3,6-trideoxy-β-L-arabino-hexopyranose 
• 203571-04-4 Acetic acid (2S,3R,6R)-4-azido-6-(tert-butyl-dimethyl-silanyloxy)-2-methyl-tetrahydro-pyran-3-yl ester 

Downstream Products

• 130320-86-4 7-O-(4-O-p-Nitrobenzoyl-2,3,6-trideoxy-3-trifluoroacetylamido-α-L-arabino-hexopyranosyl)-ε-isorhodomycinone 

Relevant articles and documents

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.