53131-06-9

Upstream product

• 7643-75-6 L-(-)-arabitol 
• 100-52-7 benzaldehyde 
• 488-82-4 D-Arabitol 
• 10323-20-3 D-Arabinose 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 115997-87-0 (2S,3S,4Z)-1,3-O-benzylidene-5-phenyl-4-pentene-1,2,3-triol 
• 116050-94-3 (2S,3S,4E)-1,3-O-benzylidene-5-phenyl-4-pentene-1,2,3-triol 
• 134077-33-1 1,3-O-Benzylidene-5-O-(4-methylbenzenesulfonyl)-L-arabinitol 
• 87-72-9 L-arabinofuranose 
• 164576-08-3 1,3-O-benzylidene-5-O-toluenesulfonyl-D-arabitol 
• 149466-61-5 O¹,O³-[(R)-benzyliden-4,5-anhydro-L-arabitol 
• 99274-32-5 2,4-O-benzylidene-D-threose 
• 134077-33-1 O¹,O³-((R)-benzylidene)-O⁵-(toluene-4-sulfonyl)-L-arabitol 

Relevant academic research and scientific papers

With α - glucosidase inhibitory activity of natural products and derivatives thereof [...] preparation method and use thereof

The invention relates to the fields of organic synthesis and pharmaceutical chemistry, and specifically relates to a sulfonium sugar natural product with inhibition activity on alpha-glucosidase and derivatives thereof, the structure is shown in the general formula A. The invention also discloses a preparation method of the alpha-glucosidase inhibitors and application thereof to treat diabetes. The general formula A is shown in the specification.

Formal synthesis of 4-diphosphocytidyl-2-C-methyl d-erythritol from d-(+)-arabitol

2-C-Methyl-d-erythritol-4-phosphate (MEP) is a key chemical intermediate of the non-mevalonate pathway for isoprenoid biosynthesis employed by many pathogenic microbes. MEP is also the precursor for the synthesis of 4-diphosphocytidyl-2-C-methyl d-erythri

Concise synthesis of the unnatural sphingosine and psychosine enantiomer

The accumulation of psychosine (galactosyl sphingosine) has been associated with the pathogenesis of Krabbe disease; however, the exact mechanism, of its cytotoxicity remains unclear. Herein, we describe the synthesis of the unnatural enantiomer of erythr

First total synthesis of theopederin B

Total synthesis of theopederin B, isolated from marine sponge, was accomplished by coupling pederic acid, as the left half, with trioxodecaline amine as the right half. Key reactions for synthesizing the amine were SmI2-promoted Reformatsky rea

Total synthesis of an immunosuppressive glycolipid, (2S,3S,4R)-1-O- (α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol

(Chemical Equation Presented) A practical and efficient total synthesis of (2S,3S,4R)-1-O-(α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol, OCH 1b, a potential therapeutic candidate for Th1-mediated autoimmune diseases, is described. The synthesis

Synthesis of Enantiopure 2-C-Methyl-D-erythritol 4-Phosphate and 2,4-Cyclodiphosphate from D-Arabitol

(Equation presented) Two key intermediates of the newly discovered mevalonate-independent pathway for isoprenoid biosynthesis were prepared. Optically pure 2-C-methyl-D-erythritol 4-phosphate and 2,4-cyclodiphosphate were chemically synthesized from D-arabitol using a convenient benzylidene and tert-butyldimethylsilyl protection of polyhydroxylated intermediates. The new scheme offers a straightforward route to analogues and labeled forms.

The Biosynthesis of Thiamine. Syntheses of -1-Deoxy-D-threo-2-pentulose and Incorporation of this Sugar in Biosynthesis of Thiazole by Escherichia coli Cells

Non-growing, washed cells of Escherichia coli, depressed for the synthesis of thiamine, were incubated in the presence of -1-deoxy-D-threo-2-pentulose (9) in a medium containing the pyrimidine moiety of thiamine, L-tyrosine, and glucose.The thiamine thus biosynthesized was extracted and cleaved to give 5-(2-hydroxyethyl)-4-methylthiazole (HET) which was examined as the trifluoroacetate derived by electron-impact mass spectrometry.The distribution of the label in the fragments indicated that the pentulose (9) was a precursor of the C5-chain of HET without C-C bond cleavage.Several routes to 1-deoxypentuloses are described.Condensation of 2,4-O-benzylidene-D-threose (23) with trideuteriomethylmagnesium iodide gave the protected 1-deoxypentitols (24) and (25).Brominolysis of the mixed dibutylstannylidenes then afforded -3,4-O-benzylidene-1-deoxy-D-threo-2-pentulose (26), which was converted into the free sugar (9) by acidic hydrolysis. 1-Deoxy-D-erythro-2-pentulose was prepared in similar manner.Condensation of 2-(-methyl)-1,3-dithian with 2,3-O-isopropylidene-D-glyceraldehyde, followed by a C-3 epimerization step also led, after deprotection, to a mixture of -1-deoxy-D-erythro- and -1-deoxy-D-threo-2-pentulose, (5) and (6).