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US 2015/0148534 A1Published application
Synthesis of udp-glucose: n-acylsphingosine glucosyl transferase inhibitors
AssigneeGenzyme Corporation
InventorsBradford H. Hirth, Craig Siegel
Life of this patent
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Abstract
Disclosed is a novel enantiomeric synthesis ceramide-like inhibitors of UDP-glucose: N-acylsphingosine glucosyltransferase. Also disclosed are novel intermediates formed during the synthesis.
Claims13
1-6. (canceled)
A compound represented by the following structural formula:
- the enantiomer of the compound, a salt of the compound, or a salt of the enantiomer, wherein R5 is a substituted or unsubstituted aromatic group.
A method of preparing an acyclic compound represented by the following structural formula:
- wherein:
- R1 is a substituted or unsubstituted aromatic group;
- R2 and R3 are independently —H, a substituted or unsubstituted aliphatic group or, taken together with the nitrogen atom to which they are bonded, are a substituted or unsubstituted non-aromatic heterocyclic ring;
- and
- R5 is a substituted or unsubstituted aromatic group,
- said method comprising the step of reacting a cyclic starting material with HNR2R3, said cyclic starting material being represented by the following structural formula:
- thereby forming an intermediate represented by the following structural formula:
- and hydrolyzing the amino acetal group of the intermediate, thereby forming the acyclic compound.
5 more elements
18-23. (canceled)
Dependencies are inferred from the claim text.