58645-35-5

Basic information

• Product Name: 3,4-O-isopropylidene-β-L-arabinopyranose
• CAS NO: 58645-35-5
• Molecular Weight: 190.196
• Mol File: 58645-35-5.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 3,4-O-isopropylidene-β-L-arabinopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-O-isopropylidene-β-L-arabinopyranose(58645-35-5)
• EPA Substance Registry System: 3,4-O-isopropylidene-β-L-arabinopyranose(58645-35-5)

Safety Data

• Hazardous Substances Data: 58645-35-5(Hazardous Substances Data)

Upstream product

• 50-69-1 D-ribose 
• 77-76-9 2,2-dimethoxy-propane 
• 87-72-9 L-(+)-arabinose 
• 17081-21-9 1,3-dimethoxy propane 
• 28697-53-2 D-arabinopyranose 
• 10323-20-3 D-Arabinose 
• 116-11-0 2-Methoxypropene 
• 5328-37-0 L-arabinose 
• 7296-56-2 β-L-arabinopyranose 

Downstream Products

• 23262-84-2 2,3-O-isopropylidene-β-L-erythrofuranose 
• 108268-24-2 α-L-2,3-O-isopropylideneerythrofuranose 
• 2030-55-9 (-)-zephyranthine 
• 37669-01-5 2,3-O-isopropylidene-L-erythrose 
• 163592-86-7 (2R,3S,4R)-N-benzyl-3,4-O-isopropylidene-2-(4-methoxybenzyl)pyrrolidine 

Relevant articles and documents

Substrate analogs for the investigation of deoxyxylulose 5-phosphate reductoisomerase inhibition: Synthesis and evaluation

Deoxyxylulose 5-phosphate (DXP) analogs were synthesized and evaluated as alternative substrates and inhibitors of recombinant Synechocystis PCC6803 DXP reductoisomerase (DXR; EC 1.1.1.267). Five of the compounds tested (1,2-dideoxy-d-threo-3-hexulose 6-phosphate, 1-deoxy-l-ribulose 5-phosphate, 2S,3R-dihydroxybutyramide 4-phosphate, 4S-hydroxypentan-2-one 5-phosphate, and 3S-hydroxypentan-2-one 5-phosphate) acted as relatively weak competitive inhibitors when compared to fosmidomycin. A sixth compound, 3R,4S-dihydroxy-5- oxohexylphosphonic acid, served as an alternate substrate, as has recently been reported for the same compound with Escherichia coli DXR.

Intercepted dehomologation of aldoses by N-heterocyclic carbene catalysis-a novel transformation in carbohydrate chemistry

The development of an N-heterocyclic carbene (NHC) catalysed intercepted dehomologation of aldoses is reported. The unique selectivity of NHCs for aldehydes is exploited in the complex context of reducing sugars. Examples of strong substrate governance for either intercepted dehomologation or a subsequent redox-lactonisation were identified and mechanistically understood. More importantly, it was shown that catalyst design allowed the tuning of the selectivity of the reaction with structurally unbiased starting materials towards either of the two scenarios.

Synthesis of a novel C-branched polyhydroxylated cyclic nitrone

A novel C-branched polyhydroxylated cyclic nitrone 25, which could be a valuable intermediate for the synthesis of C-branched pyrrolidine iminosugars, was synthesized starting from the commercially available L-arabinose in 29.0% total yield.