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US 7,022,679 B2Granted
Processes for the preparation of 6-11 bicyclic erythromycin derivatives
AssigneeEnanta Pharmaceuticals, Inc.
InventorsHeejin Kim, Guoqiang Wang, Yat Sun Or, Zhe Wang
Life of this patent
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Abstract
The present invention relates to processes and intermediates for the preparation of 6–11 bicyclic erythromycin derivatives. In particular, the present invention relates to processes and intermediates for the preparation of a compound of formula (IX-c):
Claims56
A process comprising the step of reacting a compound of formula (I):
- or a pharmaceutically acceptable salt thereof, with a compound of formula II:
- to produce a compound of formula III:
- wherein,
- Each R1 is independently hydrogen, acyl, silane, a substituted or unsubstituted, saturated or unsaturated aliphatic group, a substituted or unsubstituted, saturated or unsaturated alicyclic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, saturated or unsaturated heterocyclic group;
- Each of R3 and R4 is independently hydrogen, acyl, a substituted or unsubstituted, saturated or unsaturated aliphatic group, a substituted or unsubstituted, saturated or unsaturated alicyclic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, saturated or unsaturated heterocyclic group;
- or can be taken together with the nitrogen atom to which they are attached to form a substituted or unsubstituted heterocyclic or heteroaromatic ring;
- Q is independently R1, OR1, or OC(O)R1;
- Z is R1, OR1, OC(O)R1, OC(O)NR3R4, OS(O)nR1, or
- one of J or G is hydrogen and the other is R1, OR1, or NR3R4;
- or, J and G, taken together with the carbon atom to which they are attached, are C═O, C═NR1, C═NOR1, C═NO(CH2)mR1, C═NNHR1, C═NNHCOR1, C═NNHCONR3R4, C═NNHS(O)nR1, or C═N—N═CHR1;
- R11 is independently R1;
- Rp is independently R1;
- m is an integer between 1 and about 24;
- and
- n is 0, 1, or 2.
12 more elements
Dependencies are inferred from the claim text.