Process for improved opioid synthesis
Compounds and compositions for use as starting materials or intermediate materials in the preparation of opioids including, e.g., oxycodone base and/or an oxycodone salt; processes for preparing these compounds and compositions; uses of these compounds and compositions in the preparation of APIs and pharmaceutical dosage forms; and uses of said APIs and pharmaceutical dosage forms in the treatment of medical conditions.
1. A compound, which is a hydrate of an isolated sulfate compound having the formula:
wherein:
R 2 is —H, —CH 3 , —(C 2 -C 7 )alkyl, —(C 2 -C 4 )alkenyl, benzyl, —(C 1 -C 7 )alkyl-(C 3 -C 7 )cycloalkyl, —CN, or an N-protecting group.
2. A composition, comprising the compound of claim 1 .
3. The compound of claim 1 , wherein the hydrate is a hydrate containing from 0.5 to 10.0 water molecules per molecule of the isolated sulfate compound.
4. The compound of claim 1 , wherein the hydrate is a monohydrate, dihydrate, trihydrate, tetrahydrate, pentahydrate, or hexahydrate.
5. The compound of claim 4 , wherein the hydrate is a monohydrate or dihydrate.
6. The compound of claim 1 , which is a hydrate of a compound having the formula:
wherein R 2 is as defined in claim 1 .
7. The compound of claim 1 , wherein R 2 is H or CH 3 .
8. The compound of claim 1 , wherein R 2 is —(C 2 -C 7 )alkyl, —(C 2 -C 4 )alkenyl, benzyl, —(C 1 -C 7 )alkyl-(C 3 -C 7 )cycloalkyl, —CN, or an N-protecting group.
9. The composition of claim 2 , further comprising a compound of formula III:
wherein R 1 is —CH 3 ; and
R 2 is —H, —CH 3 , —(C 2 -C 7 )alkyl, —(C 2 -C 4 )alkenyl, benzyl, —(C 1 -C 7 )alkyl-(C 3 -C 7 )cycloalkyl, —CN, or an N-protecting group, or a salt or hydrate thereof.
10. The composition of claim 9 , wherein the composition comprises the compound of formula III, or a salt or solvate thereof, in an amount of less than about 1500 ppm, of the sulfate compound (HPLC peak area ratio).
11. The composition of claim 9 , wherein the composition comprises the compound of formula III, or a salt or solvate thereof, in amount of less than about 500 ppm of the sulfate compound (HPLC peak area ratio).
12. The composition of claim 9 , wherein the composition comprises the compound of formula III, or a salt or solvate thereof, in an amount of less than about 100 ppm of the sulfate compound (HPLC peak area ratio).