(2R,3R)-BOC-dolaproine

• CAT Number: R016346
• CAS Number: 120205-50-7
• Molecular Formula: C14H25NO5
• Molecular Weight: 287.36
• Purity: ≥95%
• Synonyms: N-Boc-dolaproine; [2S-[2R*(αS*,βS*)]]-1-[(1,1-Dimethylethoxy)carbonyl]-β-methoxy-α-methyl-2-pyrrolidinepropanoic Acid; (αR,βR,2S)-1-[(1,1-Dimethylethoxy)carbonyl]-β-methoxy-α-methyl-2-pyrrolidinepropanoic Acid
• Storage: Store at RT
• IUPAC Name: (2R,3R)-3-methoxy-2-methyl-3-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]propanoic acid
• InChI: InChI=1S/C14H25NO5/c1-9(12(16)17)11(19-5)10-7-6-8-15(10)13(18)20-14(2,3)4/h9-11H,6-8H2,1-5H3,(H,16,17)/t9-,10+,11-/m1/s1
• InChIKey: LNEHHTWYEBGHBY-OUAUKWLOSA-N
• SMILES: CC(C(C1CCCN1C(=O)OC(C)(C)C)OC)C(=O)O

(2R,3R)-BOC-dolaproine (Cat No.: R016346) is a protected amino acid derivative used in peptide synthesis, particularly in the construction of complex natural products such as the anticancer drug dolastatin 10. It features a pyrrolidine ring with two chiral centers in the (2R,3R) configuration, conferring stereochemical specificity important for biological activity. The BOC (tert-butyloxycarbonyl) group protects the amino functionality, allowing for selective reactions at other sites. Its unique structure contributes to the conformational rigidity and pharmacological properties of peptide-based drug candidates.