32453-67-1

Basic information

• Product Name: 5-Deoxy-1-O,2-O-isopropylidene-α-D-erythro-3-pentulofuranose
• Synonyms: 5-Deoxy-1-O,2-O-isopropylidene-α-D-erythro-3-pentulofuranose
• CAS NO: 32453-67-1
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.17848
• Mol File: 32453-67-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Deoxy-1-O,2-O-isopropylidene-α-D-erythro-3-pentulofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Deoxy-1-O,2-O-isopropylidene-α-D-erythro-3-pentulofuranose(32453-67-1)
• EPA Substance Registry System: 5-Deoxy-1-O,2-O-isopropylidene-α-D-erythro-3-pentulofuranose(32453-67-1)

Safety Data

• Hazardous Substances Data: 32453-67-1(Hazardous Substances Data)

Upstream product

• 6893-65-8 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 532-20-7 D-xylofuranose 
• 4152-79-8 1,2-O-isopropylidene-5-methyl-5-deoxy-α-D-xylofuranose 
• 50600-39-0 5-deoxy-5-iodo-1,2-O-isopropylidene-alpha-D-xylofuranose 

Downstream Products

• 176908-54-6 2,4-di-O-benzyl-3,5-dideoxy-3-methyl-D-ribonic acid 
• 176908-53-5 (2R,3R,4R)-2,4-Bis-benzyloxy-3-methyl-pentanal 
• 176908-52-4 2,4-di-O-benzyl-3,5-dideoxy-3-methyl-D-ribose diethyl dithioacetal 
• 176908-55-7 (S)-3-Benzyloxy-2-((2R,3R,4R)-2,4-bis-benzyloxy-3-methyl-pentanoylamino)-2-methyl-propionic acid methyl ester 
• 176908-57-9 (R)-3-Benzyloxy-2-((2R,3R,4R)-2,4-bis-benzyloxy-3-methyl-pentanoylamino)-2-methyl-propionic acid methyl ester 
• 176908-56-8 (S)-3-Benzyloxy-2-((2R,3R,4R)-2,4-bis-benzyloxy-3-methyl-pentanoylamino)-2-methyl-propionic acid 
• 176908-58-0 (R)-3-Benzyloxy-2-((2R,3R,4R)-2,4-bis-benzyloxy-3-methyl-pentanoylamino)-2-methyl-propionic acid 
• 197567-46-7 2,4-O-benzylidene-5-deoxy-3-C-methyl-D-ribonic acid 
• 197567-45-6 2,4-O-benzylidene-5-deoxy-3-C-methyl-D-ribose ethylene dithioacetal 
• 197567-47-8 (S)-3-Benzyloxy-2-[((2R,4R,5R,6R)-5-hydroxy-5,6-dimethyl-2-phenyl-[1,3]dioxane-4-carbonyl)-amino]-2-methyl-propionic acid methyl ester 
• 197567-49-0 (R)-3-Benzyloxy-2-[((2R,4R,5R,6R)-5-hydroxy-5,6-dimethyl-2-phenyl-[1,3]dioxane-4-carbonyl)-amino]-2-methyl-propionic acid methyl ester 
• 197567-48-9 (S)-3-Benzyloxy-2-[((2R,4R,5R,6R)-5-hydroxy-5,6-dimethyl-2-phenyl-[1,3]dioxane-4-carbonyl)-amino]-2-methyl-propionic acid 
• 197567-50-3 (R)-3-Benzyloxy-2-[((2R,4R,5R,6R)-5-hydroxy-5,6-dimethyl-2-phenyl-[1,3]dioxane-4-carbonyl)-amino]-2-methyl-propionic acid 
• 158112-55-1 5-O-deoxy-D-ribofuranose 

Relevant articles and documents

Palladium-catalyzed enantioselective allylic substitution in the presence of monodentate furanoside phosphoramidites

A library of monodentate furanoside phosphoramidites, easily synthesized from inexpensive D-xylose and optically pure 1,1-bi-2-naphthol (BINOL), was used as ligands for the palladium-catalyzed allylic alkylation and amination. The matched pair was formed from D-xylose-derivatives and (S)-BINOL. The asymmetric induction depends strongly on the substituent at the C5 of the carbohydrate backbone; both bulky 5-O-pivaloyl and 5-deoxy derivatives gave excellent results, whereas ligands with trityl protection at position C5 induced low ee values with reversal of configuration. The solvent used for the addition is also of great importance with highest enantioselectivities observed in diethyl ether. The best results for both alkylation and amination, up to 98-99 ee, were obtained for sterically demanding allylic acetates. Single is better: New carbohydrate ligands bearing a single 1,1-bi-2-naphthol (BINOL)-derived phosphoramidite moiety are developed and successfully applied to the palladium-catalyzed asymmetric allylic substitution. The enantioselectivities are equal or better than those obtained for similar systems containing two BINOL moieties and reach up to 99 ee.

Synthesis of conagenin analogs modified at 3'-carbon atom

Three conagenin analogs modified at 3'-carbon centre and their diastereoisomers at position C-2 mere synthesized. The synthesis of the acylating carboxylic acids 13, 22 and 33 having stereotriads were elaborated starling from D-xylose performing stereoselective reactions.