Description

The (2R)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-4-[[(2-propen-1-yloxy)carbonyl]amino]butanoic acid (CAS: 350820-58-5) is a high-purity chiral compound designed for advanced research and pharmaceutical applications. With the molecular formula C₁₃H₂₂N₂O₆, this Boc- and allyloxycarbonyl-protected amino acid derivative is ideal for peptide synthesis, medicinal chemistry, and biochemical studies. Its stereospecific (R)-configuration ensures precision in asymmetric synthesis, while the tert-butoxycarbonyl (Boc) and allyloxycarbonyl (Alloc) protecting groups provide selective deprotection capabilities. This product is rigorously tested for purity (≥95% by HPLC) and is supplied as a white to off-white crystalline powder under inert conditions to ensure stability. Suitable for use in solid-phase peptide synthesis (SPPS), ligand design, and enzyme substrate studies, it is a critical reagent for researchers requiring controlled functional group manipulation.

Properties

• CAS Number: 350820-58-5
• Complexity: 389
• IUPAC Name: (2R)-4-(allyloxycarbonylamino)-2-(tert-butoxycarbonylamino)butanoic acid
• InChI: InChI=1S/C13H22N2O6/c1-5-8-20-11(18)14-7-6-9(10(16)17)15-12(19)21-13(2,3)4/h5,9H,1,6-8H2,2-4H3,(H,14,18)(H,15,19)(H,16,17)/t9-/m1/s1
• InChI Key: UAHHMBPTDNIRIB-SECBINFHSA-N
• Exact Mass: 302.14778643
• Molecular Formula: C13H22N2O6
• Molecular Weight: 302.32
• SMILES: CC(C)(C)OC(=O)N[C@H](CCNC(=O)OCC=C)C(=O)O
• Topological: 114
• Monoisotopic Mass: 302.14778643
• Synonyms: 350820-58-5, Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-[[(2-propen-1-yloxy)carbonyl]amino]-, (2R)-, (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-(prop-2-enoxycarbonylamino)butanoic acid, DTXSID301117338, AKOS030212160, (R)-4-(((Allyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)butanoic acid, (2R)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-4-[[(2-propen-1-yloxy)carbonyl]amino]butanoic acid

This compound serves as a key intermediate in the synthesis of chiral peptides and bioactive molecules, particularly in pharmaceutical R&D. Its dual-protected amino acid structure enables selective deprotection strategies for orthogonal peptide coupling. Researchers utilize it in the development of protease inhibitors and targeted drug delivery systems. It is also employed in the study of enzyme-substrate interactions due to its stereospecificity.

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