Lenalidomide-C5-amido-Boc

• CAT Number: I045359
• CAS Number: 2138441-25-3
• Molecular Formula: C23H31N3O5
• Molecular Weight: 429.51
• Purity: ≥95%
• Synonyms: tert-butyl N-[5-[2-(2,6-dioxopiperidin-3-yl)-1-oxo-3H-isoindol-4-yl]pentyl]carbamate
• InChI: InChI=1S/C23H31N3O5/c1-23(2,3)31-22(30)24-13-6-4-5-8-15-9-7-10-16-17(15)14-26(21(16)29)18-11-12-19(27)25-20(18)28/h7,9-10,18H,4-6,8,11-14H2,1-3H3,(H,24,30)(H,25,27,28)
• InChIKey: HEDNUGMKVBGPTI-UHFFFAOYSA-N
• SMILES: CC(C)(C)OC(=O)NCCCCCC1=C2CN(C(=O)C2=CC=C1)C3CCC(=O)NC3=O

Lenalidomide-C5-amido-Boc (Cat No.: I045359) is a functionalized derivative of lenalidomide, modified at the C5 position with an amido linker terminating in a Boc (tert-butoxycarbonyl) protecting group. This compound retains the cereblon (CRBN)-binding capacity of lenalidomide, making it suitable for use in the design of PROTACs (proteolysis-targeting chimeras) and other targeted protein degradation strategies. The Boc-protected amine facilitates selective conjugation while maintaining chemical stability. Lenalidomide-C5-amido-Boc is valuable in medicinal chemistry and chemical biology for developing novel therapeutics targeting specific intracellular proteins.

Reference

[1]. Wang, Shaomeng, et al. Preparation of phthalimide-based compounds as monofunctional intermediates for ligand-dependent target protein degradation. World Intellectual Property Organization, WO2017176958 A1 2017-10-12.

[2]. Robbins, Daniel, et al. WBifunctional compounds for degrading BTK via ubiquitin proteasome pathway. World Intellectual Property Organization, WO2021091575 A1 2021-05-14.