4594-60-9

Upstream product

• 67-64-1 acetone 
• 5328-63-2 methyl-β-D-arabinopyranoside 
• 67-56-1 methanol 
• 77-76-9 2,2-dimethoxy-propane 
• 64-17-5 ethanol 
• 111270-29-2 O²,O^2'-thiocarbonyl-bis-[methyl-(O³,O⁴-isopropyliden-β-D-arabinopyranoside] 
• 71-43-2 benzene 
• 869848-87-3 Acetic acid (2S,3S,4R,5R)-4,5-diacetoxy-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 
• 28697-53-2 D-arabinopyranose 
• 3891-58-5 2,3,4,5-tetra-O-acetyl-D-arabinose 
• 107961-32-0 Acetic acid (1R,2R)-2-acetoxy-1-((S)-1-acetoxy-2-oxo-ethyl)-3-hydroxy-propyl ester 
• 10323-20-3 D-Arabinose 
• 116217-30-2 methyl-β-D-arabinopyranoside-2,3,4-²H₃ 
• 32453-59-1 (2R,3S,4R,5R)-2-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate 

Downstream Products

• 149454-88-6 methyl 2-O-benzyl-3,4-O-isopropylidene-β-D-arabinopyranoside 
• 69979-46-0 (+)-cyclaradine 
• 119905-80-5 pseudo-α-D-arabinofuranose 
• 149454-89-7 methyl 2,3-di-O-benzyl-β-D-arabinopyranoside 
• 149454-90-0 (4S,5S,6R)-4,5-Bis-benzyloxy-6-methoxy-dihydro-pyran-3-one 
• 149454-92-2 (2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-methoxy-5-nitromethyl-tetrahydro-pyran 
• 149454-91-1 (3R,4S,5S,6R)-4,5-Bis-benzyloxy-6-methoxy-3-nitromethyl-tetrahydro-pyran-3-ol 
• 149454-95-5 Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester 
• 440365-57-1 2,5-anhydro-1-O-benzoyl-3,4-O-isopropylidene-D-ribose methyl hemiacetal 
• 863998-30-5 methyl 3,4-O-isopropylidene-2-O-methanesulfonyl-β-D-arabinopyranoside 
• 20881-03-2 O¹,O²;O³,O⁴-diisopropylidene-β-D-arabinopyranose 
• 79549-20-5 methyl-3,4-O-isopropylidene-2-O-tosyl-β-D-arabinopyranoside 
• 95158-28-4 O⁴-methyl-D-threo-[2]pentosulose-bis-phenylhydrazone 
• 3249-73-8 methyl-(tris-O-methanesulfonyl-β-D-arabinopyranoside) 

Relevant academic research and scientific papers

A total synthesis of (+)-oxybiotin from D-arabinose

A novel ten-step synthesis of (+)-oxybiotin, a biologically active analogue of (+)-biotin, has been achieved starting from D-arabinose.

Catalytic asymmetric epoxidation

A compound and method for producing an enantiomerically enriched epoxide from an olefin using a chiral ketone and an oxidizing agent is disclosed.

Medicinal foodstuffs. XVI. Sugar beet. (3): Absolute stereostructures of betavulgarosides II and IV, hypoglycemic saponins having a unique substituent, from the roots of Beta vulgaris L.

The absolute stereostructures of betavulgaroside II having a dioxolane- type substituent and betavulgaroside IV having an acetal-type substituent, which were isolated from the roots of Beta vulgaris L. (sugar beet, Chenopodiaceae) and exhibited hypoglycemic activity on glucose-loaded rats, were determined by the chemical correlations of betavulgarosides II and IV with a known saponin, momordin I. In these chemical correlations, the α-L- arabinopyranosyl moiety of momordin I was converted to a dioxolane-type substituent of betavulgaroside II or to an acetal-type substituent of betavulgaroside IV. Additionally, the 2'-diastereoisomer of betavulgaroside IV was synthesized from momordin I, and four acetal-type substituent analogues were also synthesized from L- and D-arabinose.

Structural probing of ketone catalysts for asymmetric epoxidation

A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asymmetric epoxidation. Fructose-derived ketones are found to be efficient catalysts. The studies show that the structural requirements for the ketone catalysts are very stringent and different types of olefins may require ketones with different structural arrangements. The current study allows us to further understand the chiral ketone catalyzed asymmetric epoxidation and provides some insight for the development of new catalysts.

Absolute stereostructures of betavulgarosides III and IV, inhibitors of glucose absorption, from the roots of Beta vulgaris L. (sugar beet)

The absolute stereostructures of betavulgarosides III and IV, which were isolated from the roots of Beta vulgaris L. (sugar beet) and exhibited inhibitory activity on glucose absorption, were determined by the chemical correlation of betavulgaroside IV with a known saponin momordin I, which included the conversion from the α-L-arabinopyranosyl moiety of momordin I to the acidic acetal-type substituent of betavulgarosides III and IV via the α-L-ribopyranosyl derivative. Furthermore, four acidic acetal-type substituent analogues were synthesized from L- and D-arabinose.

Facile syntheses of pseudo-α-D-arabinofuranose, and two pseudo-D-arabinofuranosylnucleosides, (+)-cyclaradine and (+)-1-pseudo-β-D-arabinofuranosyluracil, from D-arabinose

An optically active pseudo-sugar, pseudo-α-D-arabinofuranose, was efficiently synthesized from D-arabinose by using a stereoselective nitromethane addition reaction to form a branched nitropyranose (6) as a key step. Furthermore, two biologically active p

A REGIO AND STEREOSELECTIVE SYNTHESIS OF 2',2'',3',4'-TETRADEUTERIO-2'-DEOXY NUCLEOSIDES

Methyl β-D-arabinopyranoside (1) has been stereoselectively deuterated, by the treatment of deuterated Raney Ni in D2O, to give the 2,3,4-trideutereo-β-D-arabinopyranoside 2 in 33percent yield.It was then converted to 3,4-isopropylidene derivative 3b in 9