855698-99-6

Upstream product

• 690230-55-8 (4R,5R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(4-methoxy-phenyl)-oxazolidin-2-one 
• 121778-79-8 methyl (4S,5R)-5-(4-methoxyphenyl)-2-oxo-1,3-oxazolidine-4-carboxylate 
• 94790-24-6 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 3978-80-1 Boc-Tyr-OH 

Downstream Products

• 690230-58-1 ((4R,5R)-5-(4-methoxyphenyl)-2-oxooxazolidin-4-yl)methyl 4-methylbenzenesulfonate 
• 855595-19-6 (4R,5R)-5-amino-2,2-dimethyl-4-(4-methoxyphenyl)-1,3-dioxane 
• 855595-17-4 (4R,5R)-5-(formylamino)-4-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxane 

Relevant academic research and scientific papers

GLUCOSYLCERAMIDE SYNTHASE INHIBITORS AND THERAPEUTIC METHODS USING THE SAME

Glucosylceramide synthase inhibitors and compositions containing the same are disclosed. Methods of using the glucosylceramide synthase inhibitors in the treatment of diseases and conditions wherein inhibition of glucosylceramide synthase provides a benef

A rapid and highly diastereoselective synthesis of enantiomerically pure (4 R,5 R)- and (4 S,5 S)-isocytoxazone

A three-step protocol for the highly diastereoselective (>98%) synthesis of both (4R,5R)- and (4S,5S)-isocytoxazone from d- or l-tyrosine is reported. The diastereoselection was confirmed by X-ray crystallography. This synthesis is currently the highest y

Binaphthalene-derived iminium salt catalysts for highly enantioselective asymmetrie epoxidation

Enantiomerically enriched epoxides are useful intermediates that have found many applications in asymmetric synthesis, and development of efficient catalysts for asymmetric epoxidation has received considerable attention, In this manuscript we describe the design, preparation, and use of new highly selective imlnium salt organocatalysts for asymmetric epoxidation, based around a chiral binaphthalene motif coupled with a chiral substituted dioxane moiety. The new catalysts have been tested in the catalytic asymmetric epoxidation of unfunctionalized alkenes, and provide up to 95 % ee.

New chiral iminium salt catalysts for asymmetric epoxidation

A range of enantiomerically pure 4-substituted 5-amino-1,3-dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

PROCESS FOR USE IN THE PREPARATION OF OXIRANES FROM ALKENES, AND CATALYSTS FOR USE THEREIN

There is provided a process for the preparation of oxiranes wherein an optionally substituted alkene is reacted in the presence of a chiral catalyst, an oxidant and an organic solvent characterised in that the oxidant is at least partially soluble in the organic solvent and the oxidant displays low reactivity towards the alkene in the absence of the catalyst. The optionally substituted alkene is preferably an alkene of formula (1): wherein: R1-4 each independently are hydrogen, an optionally substituted aromatic or is saturated hydrocarbyl, an optionally substituted hetrocyclyl, an optionally substituted aromatic or saturated hydrocarbyloxy, an optionally substituted aromatic or saturated hydrocarbylamino, an optionally substituted aromatic or saturated hydrocarbyloxycarbonyl, an optionally substituted aromatic or saturated hydrocarbylaminocarbonyl, nitrile, halide or one or more of R1& R2, R2& R3 , R3& R4 , R1& R4 optionally being linked in such a way as to form an optionally substituted ring(s). The oxidant is preferably an oxidant of formula (2): A+ HSO5- wherein A+ is a counterion capable of conferring organic solvent solubility. Preferred chiral catalysts of formula (4): wherein: R11 and R12 are each independently an optionally substituted hydrocarbyl group or R11& R12 are linked in such a way as to form an optionally substituted ring(s); R13 is hydrogen or an optionally substituted hydrocarbyl group; R14 is an optionally substituted hydrocarbyl group; R17 is hydrogen or an optionally substituted hydrocarbyl group; R15 and R16 each independently are hydrogen or an optionally substituted hydrocarbyl group; and 30 X- is a counterion; * is a chiral centre; and *' is a chiral centre when R17 is not hydrogen are provided.

New PDMP analogues inhibit process outgrowth in an insect cell line

D-threo-1-Phenyl-2-aminodecanoyl-3-morpholinopropanol (D-threo-PDMP) has previously been shown to inhibit the biosynthesis of glycosphingolipids (GSLs) in mammals and mammalian cell lines by the inhibition of glucosylceramide synthase. New D-threo-PDMP analogues were synthesized from D-serine, and found to suppress neurite extension in an embryonic insect cell line from the moth Manduca sexta, and in explanted neural tissue from insect pupae. Inhibition occurred at lower concentrations than D-threo-PDMP. The observed suppression of neurite formation was found to be reversible after the removal of the compounds. Due to their small size and short life cycle, M. sexta is shown to be an ideal model organism for studies of GSL effects in cellular development, and for drug development studies.