Description

(1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid (CAS: 159622-10-3) is a high-purity chiral cyclopropane derivative with the molecular formula C₁₁H₁₇NO₄. This compound features a stereospecific (1R,2S) configuration, a tert-butoxycarbonyl (Boc) protecting group, and a reactive vinyl moiety, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its rigid cyclopropane ring and functional groups enable applications in asymmetric synthesis, peptidomimetics, and drug discovery. Suitable for researchers requiring enantiomerically pure building blocks, this product is rigorously tested for identity, purity, and stability via HPLC, NMR, and MS. Packaged under inert gas to ensure longevity and stored at recommended conditions to maintain integrity.

Properties

• CAS Number: 159622-10-3
• Complexity: 331
• IUPAC Name: (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid
• InChI: InChI=1S/C11H17NO4/c1-5-7-6-11(7,8(13)14)12-9(15)16-10(2,3)4/h5,7H,1,6H2,2-4H3,(H,12,15)(H,13,14)/t7-,11-/m1/s1
• InChI Key: RFAQWADNTLIWMG-RDDDGLTNSA-N
• Exact Mass: 227.11575802
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• SMILES: CC(C)(C)OC(=O)N[C@@]1(C[C@H]1C=C)C(=O)O
• Topological: 75.6
• Monoisotopic Mass: 227.11575802
• Synonyms: 159622-10-3, (1R,2S)-1-tert-Butoxycarbonylamino-2-vinylcyclopropanecarboxylic acid, 213316-50-8, (1R,2S)-1-((tert-butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid, Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-, (1R,2S)-, Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-, (1R,2S)-rel-, (1R,2S)-1-{[(tert-Butoxy)carbonyl]amino}-2-ethenylcyclopropane-1-carboxylic acid, (1R,2S)-1-[(tert-butoxycarbonyl)amino]-2-vinylcyclopropanecarboxylic acid, (1R,2S)-1-(TERT-BUTOXYCARBONYLAMINO)-2-VINYLCYCLOPROPANECARBOXYLIC ACID, (1R,2S)-1-(tert-Butoxycarbonyl)amino-2-vinylcyclopropanecarboxylic Acid, (1R,2S)-2-ethenyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropane-1-carboxylic acid, MFCD11042412, (1R,2S)-1-[(tert-butoxycarbonyl)amino]-2-ethenylcyclopropanecarboxylic acid, rel-(1R,2S)-1-((tert-Butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid, (1R,2S)-1-(Boc-amino)-2-vinylcyclopropanecarboxylic acid, RFAQWADNTLIWMG-RDDDGLTNSA-N, starbld0009780, SCHEMBL312680, (1R,2R)-1-((tert-butoxycarbonyl)amino)-2-vinylcyclopropanecarboxylic acid, DTXSID60438941, rel-(1R,2S)-1-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-ethenylcyclopropanecarboxylic acid, CS-B0185, AKOS015893032, AKOS015994878, DS-8248, (1R,2S)-Rel-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-cyclopropanecarboxylic acid, DB-009089, B5322, D77334, N-Boc-(1R,2S)-1-amino-2-vinylcyclopropane carboxylic acid, (R)-tert-butoxycarbonylamino-2(S)-vinyl-cyclopropanecarboxylic acid, 1(R)-tert-butoxycarbonylamino-2(S)-vinyl-cyclopropanecarboxylic acid, 1(R)-tert-butoxycarbonylamino-2(S)-vinylcyclopropanecarboxylic acid, (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid, (1R,2S)-1-tert-Butoxycarbonylamino-2-vinyl-cyclopropane-carboxylic acid, (1R,2S)-1-tert-Butoxycarbonylamino-2-vinyl-cyclopropanecarboxylic acid, (1R,2S)-1-(tert-Butoxycarbonylamino)-2-vinyl-cyclopropane-1-carboxylic acid, (1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-ethenylcyclopropane-1-carboxylic acid

Application

This compound serves as a key chiral synthon in the synthesis of biologically active molecules, particularly in the development of protease inhibitors and constrained peptidomimetics. Its vinyl group allows for further functionalization via cross-coupling or cycloaddition reactions, while the Boc-protected amine enables deprotection for downstream modifications. Researchers utilize it in medicinal chemistry to explore structure-activity relationships (SAR) in drug candidates targeting enzymatic pathways.

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