35023-80-4

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 
• 530-26-7 D-Mannose 
• 13199-23-0 O²,O³;O⁵,O⁶-diisopropylidene-D-gulose 
• 6322-07-2 D-gulono-1,4-lactone 
• 67642-42-6 2,3,5,6-di-O-isopropylidene-D-gulono-1,4-lactone 
• 260441-81-4 2,3:5,6-di-O-isopropylidene-D-gulose oxime 
• 78039-08-4 2,3:5,6-di-O-isopropylidene-α-D-gulono-furanose 
• 14686-88-5 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose 
• 26775-14-4 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 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 

Downstream Products

• 73111-30-5 O²,O³;O⁵,O⁶-diisopropylidene-1-((3aR)-4c,5t,6c-tris-benzyloxy-(3ar,6ac)-hexahydro-cyclopenta[c]isoxazol-1-yl)-α-D-1-deoxy-mannofuranose 
• 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 
• 83258-84-8 2,3;5,6-di-O-isopropylidene-D-mannose oxime 
• 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 
• 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 
• 114987-90-5 [(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](phenylmeth-(Z)-ylidene)amine N-oxide 
• 849441-34-5 [(4-bromophenyl)meth-(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 
• 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 

Relevant academic research and scientific papers

Compound, preparation method and applications thereof, and glycosidase inhibitor

The invention relates to the field of enzyme inhibitors, and discloses a compound, a preparation method and applications thereof, and a glycosidase inhibitor, wherein the compound has a structure represented by a formula (I), R is any one selected from hy

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.

Enantioselective, chromatography-free synthesis of β3-Amino acids with natural and unnatural side chains

β3-Amino acids are key components of some pharmaceuticals, excellent surrogates for metabolically labile α-amino acids, and building blocks for chiral heterocycles. Unfortunately they are not easily accessible in enantiomerically pure form, especially when possessing unnatural side chains. A flexible, chromatography-free process for the synthesis of enantiopure β3-amino acids possessing natural and unnatural side chains is described. The procedure uses inexpensive starting materials and reagents and offers a good alternative to the hazardous and expensive Arndt-Eistert homologation of enantiopure α-amino acids. Its utility has been demonstrated with the preparative scale synthesis of two valuable β3-amino acids possessing unnatural side chains.

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

Enantioselective Synthesis of 5-LO Inhibitor Hydroxyureas. Tandem Nucleophilic Addition-Intramolecular Cyclization of Chiral Nitrones

An enantioselective synthesis of chiral hydroxyurea based 5-lipoxygenase inhibitors is reported via a five-step sequence in about 30% overall yield. The synthesis is based on a novel tandem nucleophilic addition-intramolecular cyclization reaction in which a chiral nitrone functions as the electrophilic acceptor species. A mannose-based chiral auxiliary controls the diastereoselectivity of the reaction in an 8:1 ratio. After the auxiliary removal and appropriate functionalization, a single recrystallization afforded the target structures in >99% ee.

Enantioselective Synthesis of 5-LO Inhibitors Using a Gulofuranose Auxiliary

The pure R-(+)-enantiomer of 5-lipoxygenase inhibitor Zileuton was prepared by diastereoselective methyl Grignard addition to an aldonitrone bearing a D-gulofuranose-derived chiral auxiliary.Addition of the Lewis acid trimethylaluminum leads to a reversal of the alkylation stereochemistry and the potent pyrido analogue, R-(+)-RS-27871 was prepared in this way from an L-gulofuranose-derived nitrone.