(S,S,S,S,R)-Boc-Dap-NE

• CAT Number: I040257
• CAS Number: 3026594-75-9
• Molecular Formula: C23H36N2O5
• Molecular Weight: 420.54
• Purity: ≥95%
• Synonyms: tert-butyl (2S)-2-[(1S,2S)-3-[[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino]-1-methoxy-2-methyl-3-oxopropyl]pyrrolidine-1-carboxylate
• InChI: InChI=1S/C23H36N2O5/c1-15(21(27)24-16(2)19(26)17-11-8-7-9-12-17)20(29-6)18-13-10-14-25(18)22(28)30-23(3,4)5/h7-9,11-12,15-16,18-20,26H,10,13-14H2,1-6H3,(H,24,27)/t15-,16+,18-,19+,20-/m0/s1
• InChIKey: XJDVGABQIFOWFC-ZRSLWSEBSA-N
• SMILES: CC(C(C1CCCN1C(=O)OC(C)(C)C)OC)C(=O)NC(C)C(C2=CC=CC=C2)O

(S,S,S,S,R)-Boc-Dap-NE(CAT: I040257) is the inactive stereoisomer of Boc-Dap-NE (HY-78931), making it a valuable negative control in studies involving the synthesis and biological evaluation of auristatin derivatives. While Boc-Dap-NE serves as a key intermediate in producing Monomethyl auristatin E (MMAE, HY-15162)—a potent tubulin polymerization inhibitor used in Antibody-Drug Conjugates (ADCs)—this specific isomer lacks the active configuration required for cytotoxic activity. (S,S,S,S,R)-Boc-Dap-NE is ideal for control experiments, validating stereospecific biological responses, and optimizing synthetic strategies in ADC development and cytotoxic payload design.