56932-85-5

Basic information

• Product Name: ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside
• Synonyms: ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside
• CAS NO: 56932-85-5
• Molecular Weight: 382.413
• Mol File: 56932-85-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside(56932-85-5)
• EPA Substance Registry System: ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside(56932-85-5)

Safety Data

• Hazardous Substances Data: 56932-85-5(Hazardous Substances Data)

Upstream product

• 2873-29-2 D-glucal triacetate 
• 3323-72-6 ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside 
• 23339-15-3 ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 
• 65-85-0 benzoic acid 

Downstream Products

• 68977-85-5 ethyl 4-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 51172-48-6 ethyl 6-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 52471-76-8 ethyl 2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 92539-79-2 ethyl 2,3-dideoxy-4,6-di-O-p-toluenesulfonyl-α-D-threo-hex-2-enopyranoside 
• 69651-03-2 D-asperlin 
• 111397-91-2 (2S,3R,6S)-6-Ethoxy-2-((2S,3R)-3-methyl-oxiranyl)-3,6-dihydro-2H-pyran-3-ol 
• 111397-88-7 (2S,3R,6S)-6-Ethoxy-2-((2R,3S)-3-methyl-oxiranyl)-3,6-dihydro-2H-pyran-3-ol 
• 92539-82-7 2'-ethoxy (ethyl 2,4-dideoxy-2-iodo-6-O-p-toluenesulfonyl-α-D-altropyranosido)-<3,4:5',4'>-Δ₂-oxazoline 
• 92539-81-6 ethyl 2,3,4-trideoxy-4-N-ethoxycarbonylamino-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 
• 92539-83-8 ethyl 4-N-ethoxycarbonylamino-2,3,4-trideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside 
• 92539-80-5 ethyl 4-amino-2,3,4-trideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 
• 81303-41-5 ethyl 4-azido-2,3,4-trideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 
• 92539-84-9 ethyl 2,3,4-trideoxy-4-(N-ethoxycarbonyl-N-methylamino)-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 
• 81794-08-3 3'-N-methyl-2'-oxo-(ethyl 2,4-dideoxy-2-iodo-6-O-p-toluenesulfonyl-α-D-altropyranosido)-<3,4:5,4'>-oxazolidone 

Relevant articles and documents

The design and synthesis of novel anomeric hydroperoxides: Influence of the carbohydrate residue in the enantioselective epoxidation of quinones

We present a study of the base (DBU)-catalysed epoxidation of a number of important naturally occurring quinones using a series of pyranose-derived anomeric hydroperoxides. The absolute (viz. d or l) stereochemistry of the carbohydrate, electronic nature of the 6-substituent and ring substitution are all important variables, both for the formation of the hydroperoxide and its reactivity. Reactions studied were the epoxidation of a precursor of the natural antibiotic, alisamycin and a series of naphthoquinones related to Vitamin K. In the best case, an ee of 82% was obtained; either product enantiomer is accessible according to the absolute stereochemistry of the carbohydrate. Finally, a molecular modelling study of the reaction is reported, concluding that the reactions are under kinetic control and that the observed ees cannot be explained by considering transition states that involve only the quinone and peroxide anion. It seems likely that the DBU molecule may play a key role in the transition state.

Stereocontrolled routes to cis-hydroxyamino sugars. Part VII. A synthesis of holacosamine

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