23089-58-9

Upstream product

• 81348-15-4 methyl 3-acetamido-2,3,6-trideoxy-4-O-(2-methoxyethoxymethyl)-α-L-ribo-hexopyranoside 
• 57918-56-6 methyl 3-acetamido-2,3,6-trideoxy-β-L-lyxo-hexopyranoside 
• 84765-87-7 methyl 3-acetamido-2,3,6-trideoxy-4-O-(methoxymethyl)-α-L-ribo-hexopyranoside 
• 38280-94-3 4,5-O-isopropylidene-erythro-hex-2-enoic acid methyl ester 
• 108-24-7 acetic anhydride 
• 75712-50-4 3-Amino-3-((4R,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propionamide 
• 96796-65-5 methyl 2,6-dideoxy-3-O-methanesulphonyl-4-O-methoxymethyl-α-L-ribo-hexopyranoside 
• 96796-66-6 methyl 3-azido-2,3,6-trideoxy-4-O-methoxymethyl-α-L-arabino-hexopyranoside 
• 96796-64-4 methyl 2,6-dideoxy-4-O-methoxymethyl-α-L-ribo-hexopyranoside 
• 96796-47-3 methyl 3-acetamido-2,3,6-trideoxy-4-O-methoxymethyl-α-L-arabino-hexopyranoside 
• 1002757-16-5 methyl 2,3-O-benzylidene-6-deoxy-4-O-(2-methoxyethoxymethyl)-α-L-mannopyranoside 
• 84765-85-5 methyl 2,6-dideoxy-4-O-(2-methoxyethoxymethyl)-α-L-erythro-hexopyranosid-3-ulose oxime 
• 81348-07-4 methyl 2,6-dideoxy-4-O-(2-methoxyethoxymethyl)-α-L-erythro-hexopyranosid-3-ulose 
• 94944-21-5 (E)-(4S,5R)-4,5-Bis-carbamoyloxy-hex-2-enoic acid ethyl ester 

Downstream Products

• 81227-30-7 3-acetamido-1-O-acetyl-2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-D-ribo-hexofuranose 
• 81227-42-1 methyl 2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-3-(p-nitrobenzoylacetamido)-α-D-ribo-hexofuranoside 
• 81227-28-3 methyl 3-acetamido-2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-α-D-ribo-hexofuranoside 
• 81227-31-8 methyl 3-acetamido-2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-β-D-ribo-hexofuranoside 
• 81227-36-3 methyl 2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-3-(trifluoroacetamido)-β-D-ribo-hexofuranoside 
• 81227-33-0 methyl 2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-3-(trifluoroacetamido)-α-D-ribo-hexofuranoside 
• 81227-34-1 1-O-acetyl-2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-3-(trifluoroacetamido)-D-ribo-hexofuranose 
• 6605-27-2 methyl 3-acetamido-2,3,6-trideoxy-arabino-β-D,L-hexopyranoside 
• 6605-27-2 methyl 3-acetamido-2,3,6-trideoxy-arabino-α-D,L-hexopyranoside 

Relevant academic research and scientific papers

STRUCTURAL INVESTIGATION OF AN ANTIBIOTIC SPORAVIRIDIN IV. STRUCTURAL REVISION OF VIRIDOPENTAOSES

Structures of viridopentaose A, B and C are revised as 4A, 4B and 4C, respectively, by 1H-NMR (360 MHz) spectra and chemical degradations.

Syntheses of spacer-linked neodisaccharides derived from L-Daunosamine

The preparation of novel head-to-head spacer-linked bisdaunosamine homodimers 8, 15 and 18 is described. The synthesis is achieved by double glycosylation of monosilylated 1,4-butanediol 9 using silyl glycoside 5 as glycosyl donor. Alternatively, olefin metathesis of allyl glycosides α-11 and particularly of α-12 constitutes a second route toward 8 and its unsaturated derivative 15 while non symmetrical dimer 18 has been obtained by cross metathesis of allyl glycosides 11 and 12.

Tartraldehydes I. Synthesis of N-acetyl-D- And L-daunosamine and their xylo isomers

The title compounds were prepared from tartraldehyde dithioacetals 1 and 3 using Wittig chain elongation, amino functionalization of the double bond and removal of the protective groups.

DIASTEREOSELECTIVE SYNTHESIS OF N-ACETYL-D,L-ACOSAMINE AND N-BENZOYL-D,L-RISTOSAMINE

N-Acyl derivatives of D,L-acosamine and D,L-ristosamine were synthesized with high stereoselectivity utilizing intramolecular Michael addition of γ- and δ-carbamoyloxy-α,β-unsaturated esters.

THE SYNTHESIS OF 3-ACETAMIDO-2,3,5,6-TETRADEOXY-5-FLUORO-D,L-ribo-HEXOFURANOSE BY THE DIRECT FLUORINATION OF METHYL 3-ACETAMIDO-2,3,6-TRIDEOXY-D,L-arabino-HEXOPYRANOSIDE (METHYL N-ACETYL-D,L-ACOSAMINIDE)

3-Acetamido-2,3,5,6-tetradeoxy-5-fluoro-D,L-ribo-hexofuranose was synthesized by direct, fluorinative dehydroxylation of methyl 3-acetamido-2,3,6-trideoxy-D,L-arabino-hexopyranoside with sulfur tetrafluoride-hydrogen fluoride.The furanose form and the ribo configuration, indicated by 13C- and 1H-n. m. r. spectroscopy, respectively, were confirmed by a single-crystal, X-ray diffraction study.

STEREOSELECTIVE SYNTHESIS OF L-DAUNOSAMINE

L-Daunosamine was conveniently synthesized from β-amino amide 1 obtained by stereoselective addition of α-lithio N,N-dimethylacetamide to the imine of 2,3-O-cyclohexylidene-4-deoxy-L-threose in the presence of zinc halide.

Convenient Synthesis of L-Digitoxose, L-Cymarose and L-Ristosamine

Methyl 2,3-O-benzylidene-6-deoxy-4-O-(2-methoxyethoxymethyl)-α-L-mannopyranoside (10) and the 4-O-(methoxymethyl) analogue (11) reacted with butyl-lithium to give the 4-O-substituted methyl 2,6-dideoxy-α-L-erythro-hexopyranosid-3-uloses (12) and (13), res