Table 1.

Stability of lenalidomide and 1,2,3-trisubstituted PDHUs

Compound	hLM[a]	hP[b]	pH=1.0[c]	pH=7.4[d]	pH=8.8[e]
Lenalidomide	89	62	>99	39	0, 20[f]
6F	87	97	>99[g]	>99	93
9	85	81	>99	>99	95
10	100	88	>99	>99	95
11	90	102	>99	>99	90

^[a]Percent compound remaining after 0.5 h.

^[b]Percent compound remaining after 4.0 h.

^[c-e]Glutarimides and dihydrouracil ring opening hydrolysis, percent compound remaining after 24 h.

^[f]Percent compound remaining after 2 h.

^[g]Boc was deprotected, dihydrouracil ring opening hydrolysis was not detected by LC-MS. (Detailed procedures are provided in the SI.)