Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid (CAS: 1072845-47-6) is a high-purity, synthetic amino acid derivative designed for advanced peptide synthesis and biochemical research. With the molecular formula C₂₄H₂₇NO₆, this Fmoc-protected, tert-butyl ester-modified compound offers exceptional stability and reactivity for solid-phase peptide synthesis (SPPS). The stereospecific (S)-configuration and alpha-methyl substitution provide unique conformational constraints, making it invaluable for studying peptide structure-activity relationships. Packaged under inert conditions to ensure maximum shelf life, this product is ideal for researchers requiring precise control over peptide backbone modifications. Each batch is rigorously analyzed by HPLC, NMR, and MS to guarantee >98% chemical purity.

Properties

• CAS Number: 1072845-47-6
• Complexity: 664
• IUPAC Name: (2S)-4-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-4-oxo-butanoic acid
• InChI: InChI=1S/C24H27NO6/c1-23(2,3)31-20(26)13-24(4,21(27)28)25-22(29)30-14-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19H,13-14H2,1-4H3,(H,25,29)(H,27,28)/t24-/m0/s1
• InChI Key: STBMKQNEFSJOCS-DEOSSOPVSA-N
• Exact Mass: 425.18383758
• Molecular Formula: C24H27NO6
• Molecular Weight: 425.5
• SMILES: C[C@](CC(=O)OC(C)(C)C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Topological: 102
• Monoisotopic Mass: 425.18383758
• Synonyms: 1072845-47-6, (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid, FMoc-alpha-Me-Asp(OtBu)-OH, (S)-Fmoc-2-amino-2-methyl-succinic acid-4-tert-butyl ester, Fmoc-|A-Me-Asp(OtBu)-OH, (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid, (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-Butoxy)-2-methyl-4-oxobutanoicacid, MFCD12031692, Fmoc-?-Me-Asp(OtBu)-OH, Fmoc-beta-Me-Asp(OtBu)-OH, SCHEMBL18614222, AKOS026674334, DS-9972, FF72787, CS-0170880, F12123, N-Fmoc-2-methyl-L-aspartic acid 4-tert-butyl ester

Application

This specialized amino acid derivative is primarily used in peptide synthesis to introduce steric hindrance and modulate secondary structure. It serves as a critical building block for conformationally constrained peptides in drug discovery and protein engineering. The tert-butyl ester protection allows orthogonal deprotection strategies in multi-step syntheses. Researchers employ it to investigate protease resistance and peptide stability in biological systems.

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