35023-80-4

Basic information

• Product Name: 2-O,3-O:5-O,6-O-Diisopropylidene-D-mannose oxime
• Synonyms: 2-O,3-O:5-O,6-O-Diisopropylidene-D-mannose oxime
• CAS NO: 35023-80-4
• Molecular Formula: C₁₂H₂₁NO₆
• Molecular Weight: 275.3
• Mol File: 35023-80-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 403.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• PKA: 10.67±0.28(Predicted)
• CAS DataBase Reference: 2-O,3-O:5-O,6-O-Diisopropylidene-D-mannose oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-O,3-O:5-O,6-O-Diisopropylidene-D-mannose oxime(35023-80-4)
• EPA Substance Registry System: 2-O,3-O:5-O,6-O-Diisopropylidene-D-mannose oxime(35023-80-4)

Safety Data

• Hazardous Substances Data: 35023-80-4(Hazardous Substances Data)

Upstream product

• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 7757-38-2 2,3,5,6-di-O-isopropylidene-D-mannofuranose 
• 13199-23-0 O²,O³;O⁵,O⁶-diisopropylidene-D-gulose 
• 78039-08-4 2,3:5,6-di-O-isopropylidene-α-D-gulono-furanose 
• 6322-07-2 D-gulono-1,4-lactone 
• 78039-12-0 (3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydro-furo[3,4-d][1,3]dioxol-4-ol 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 26775-14-4 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose 
• 14686-88-5 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose 
• 260441-81-4 2,3:5,6-di-O-isopropylidene-D-gulose oxime 
• 67642-42-6 2,3,5,6-di-O-isopropylidene-D-gulono-1,4-lactone 
• 530-26-7 D-Mannose 

Downstream Products

• 78266-73-6 t-butyl (3S)-2-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)-3-isoxazolidinecarboxylate 
• 101062-05-9 2-benzyloxy-N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)ethanimine 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 86467-68-7 [(3aS,4S,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl][(1-methoxyphenyl)meth-(Z)-ylidene]amine N-oxide 
• 191280-97-4 N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide 
• 191280-99-6 2,6-difluoro-N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide 
• 849441-36-7 C₂₀H₂₇NO₉S 
• 86467-70-1 [(3aS,4S,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl][(4-nitrophenyl)meth-(Z)-ylidene]amine N-oxide 
• 497155-65-4 [cyclohexylmeth-(Z)-ylidene][(3aS,4S,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]amine N-oxide 
• 101040-06-6 dibenzyl <(1R)-2-benzyloxy-1-ethyl>phosphonate 
• 101040-05-5 dibenzyl <(1S)-2-benzyloxy-1-ethyl>phosphonate 
• 101040-03-3 diethyl <(1S)-2-benzyloxy-1-ethyl>phosphonate 

Relevant articles and documents

Addition of organometallic reagents to N-glycosyl nitrones. Enantioselective syntheses of (+)-(R)- and (-)-(S)-zileuton

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Reversal of Stereoselectivity in Cycloadditions of Five-Membered Cyclic Nitrones Derived from Hexoses

Two five-membered cyclic nitrones derived from hexoses, a newly synthesized d-allo-configured nitrone and an already known d-talo-configured nitrone, have been examined in 1,3-dipolar cycloaddition reactions with vinyl acetate, allyl benzoate, methyl acrylate, acrylonitrile, and vinylene carbonate. The reactions of the d-allo-configured nitrone proceeded preferentially through the expected exo-anti transition state, but all the cycloadditions of the d-talo-configured nitrone surprisingly showed high exo-syn selectivity. This reversal of stereoselectivity has been explained by 3D analysis of the preferred conformations of the nitrones, obtained from X-ray data. The structures were further inspected using CONFLEX, PM5, and DFT calculations. All these methods revealed that the dioxolane substituents attached to C-5 of both nitrones had opposite spatial locations.

Spirocyclopropyl pyrrolidines as a new series of α-l-fucosidase inhibitors

Polyhydroxy 4-azaspiro[2.4]heptane derivatives (spirocyclopropyl iminosugars) were prepared in four to six steps from readily available protected aldoses. The key step of the reaction sequence involves a titanium-mediated aminocyclopropanation of glyconon