Certain compounds, compositions and methods
View Patent ↗The present invention provides certain tetrahydrouridine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of making and using such compounds.
1. A method of producing compound 1a:
or a pharmaceutically salt thereof;
comprising reducing compound 25:
to produce compound 1a:
or a pharmaceutically salt thereof.
2. The method of claim 1 , further comprising a step of purifying the final product by preparative HPLC.
3. The method of claim 1 , wherein the reduction is carried out in the presence of sodium borohydride.
4. A method of producing compound 1a:
or a pharmaceutically salt thereof;
comprising the steps of:
(a) hydrogenating compound 24:
to produce compound 25:
and
(b) reducing compound 25 to produce compound 1a:
or a pharmaceutically salt thereof.
5. The method of claim 4 , further comprising a step of purifying the final product by preparative HPLC.
6. The method of claim 4 , wherein step (a) is carried out in the presence of rhodium on alumina.
7. The method of claim 4 , wherein step (b) is carried out in the presence of sodium borohydride.
8. A crystalline form of compound 1a:
9. The crystalline form of compound 1a of claim 8 , having a primitive trigonal cell with dimensions:
a=9.78961(18) Å
c=20.4588(7) Å
V=1698.02(7) Å.