29580-99-2

Upstream product

• 34370-91-7 3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 100-39-0 benzyl bromide 
• 185541-37-1 1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside 
• 213963-74-7 ((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane 
• 114861-14-2 1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose 
• 20590-53-8 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 

Downstream Products

• 72933-18-7 (3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether 
• 97782-09-7 3-O-benzyl-5-deoxy-5-C-(diethoxyphosphinyl)-1,2-O-isopropylidene-α-D-xylofuranose 
• 176098-48-9 (3aR,4R,6aR)-4-(benzyloxy)-2,2-dimethyl-5-methylenetetrahydrofuro[2,3-d][1,3]dioxole 
• 496808-11-8 ethyl (2S,3R,4R,5R)-4-(benzyloxy)-2,3-isopropylidenedioxy-1,6-dioxa-7-azaspiro[4.5]dec-7-ene-8-carboxylate 
• 496808-12-9 ethyl (2S,3R,4R,5R,8R)-4-(benzyloxy)-2,3-isopropylidenedioxy-1,6-dioxa-7-azaspiro[4.5]decane-8-carboxylate 
• 97782-12-2 3-O-benzyl-5-deoxy-5-C-phosphinyl-D-xylopyranose 
• 97782-10-0 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-phosphino-α-D-xylofuranose 
• 97782-11-1 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-phosphinyl-α-D-xylofuranose 
• 97782-13-3 3-O-benzyl-5-deoxy-5-C-(hydroxyphosphinyl)-D-xylopyranose 
• 1234120-53-6 (3S,4S,5R)-3-benzyloxy-6-methylhept-1-ene-4,5-diol 
• 1234120-65-0 (2S,3S)-3-benzyloxy-1-(1,3-dithian-2-ylidene)pent-4-en-2-ol 
• 1234120-56-9 (3S,4S)-4-benzyloxy-1-trimethylsilylhex-5-ene-2,3-diol 
• 1234120-62-7 (3S,4S)-4-benzyloxy-1,1-bis(methylsulfanyl)hexa-1,5-dien-3-ol 
• 1234120-68-3 (3S,4S)-4-Benzyloxy-1-(phenylsulfanyl)hexa-1,5-dien-3-ol 

Relevant academic research and scientific papers

Convenient conversion of wheat hemicelluloses pentoses (d-xylose and l-arabinose) into a common intermediate

The transformation of d-xylose and l-arabinose, the two major components of wheat straw and bran, into a unique multifunctional, optically pure, five-carbon synthon has been achieved. The synthetic sequence requires three steps: suitable protection of the

Hetero-Diels-Alder additions to pent-4-enofuranosides: Concise synthesis of hydroxylated pyrrolizidines

A new facile method for the synthesis of hydroxylated pyrrolizidines of the alexine family has been developed, which involves hetero-Diels-Alder addition of ethyl 2-nitrosoacrylate to pent-4-enofuranosides and a further two-step reductive ring opening-ring closure treatment of the cycloadduct.

Metal-Graphite Reagents in Carbohydrate Chemistry. 8. The Scope and Limitations of the Use of Zinc/Silver-Graphite in the Synthesis of Carbohydrate-Derived Substituted Hex-5-enals and Pent-4-enals

The compatibility of different organic functional groups with the use of the zinc/silver-graphite reagent was investigated, utilizing 23 6-bromo-6-deoxy- or 6-deoxy-6-iodohexopyranosides and 5-deoxy-5-iodopentofuranose derivatives.These compounds possessed O-acetyl, O-benzoyl, O-methyl-, or O-p-tolylsulfonyl, O-benzyl, O-methyl, O-isopropylidene, epoxy, acetamido deoxy, azido deoxy, chloro deoxy, and deoxy fluoro groups and included a mono and a dideoxy derivative.Reductive dealkoxyhalogenation of these compounds gave, in most instances, a single product, a hex-5- or pent-4-enal, which could be considered a precursor for carbocyclization reactions.Iodides reacted faster than bromides, and pyranose derivatives reacted faster and more cleanly than furanose derivatives.The kinetic or thermodynamic stability of the product enal was found to be structure-dependent.Reduction of the carbon-halogen bond was one of the few side reactions observed.A mechanism for the reductive ring cleavage is proposed.