(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid, CAS No. 129460-09-9

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129460-09-9

Catalog No. EBD38290

CAS 129460-09-9

Name (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid

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Basic Information

Synonyms: Fmoc-Asp(OH)-OtBu Fmoc-Asp-OBut N-α-Fmoc-L-asparticacidα-tertbutylester (3S)-4-tert-butoxy-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoicacid(non-preferredname) Fmoc-L-asparticacid1-tert-butylester L-Fmoc-AsparticAcidAlpha-Tert-ButylEster (r)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-succinicacid1-tert-butylester (s)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-succinicacid1-tert-butylester n-alpha-fmoc-l-asparticacidalpha-t-butylester n-alpha-(9-fluorenylmethyloxycarbonyl)-l-asparticacidt-butylester n-alpha-(9-fluorenylmethyloxycarbonyl)-l-asparticacidalphat-butylester n-alpha-(9-fluorenylmethoxycarbonyl)-l-asparticacidalpha-t-butylester (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoicacid L-Fm

Molecular Formula: C23H25NO6

Molecular Weight: 411.45

MDL Number: MFCD00065631

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

Fmoc-Asp(OtBu)-OH, with CAS number 129460-09-9, is a protected amino acid derivative. Its chemical structure consists of L-aspartic acid where the α-amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group, and the β-carboxylic acid side chain is protected as a tert-butyl (tBu) ester. This configuration is crucial for its primary application. This compound is a fundamental and widely used building block in solid-phase peptide synthesis (SPPS) employing the Fmoc strategy. The Fmoc protecting group on the amine is base-labile and can be cleanly removed with piperidine, allowing for sequential peptide chain elongation. The acid-labile tert-butyl ester on the aspartic acid side chain provides orthogonal protection, ensuring that only the desired carboxylic acid (typically the C-terminus activated for coupling) is reactive during synthesis. It is essential for the incorporation of aspartic acid into peptides while preventing unwanted side reactions at the β-carboxyl group. As a high-purity, specialty chemical, Fmoc-Asp(OtBu)-OH is a staple reagent in pharmaceutical research, biochemistry, and biotechnology for the production of synthetic peptides, including potential drug candidates, diagnostic tools, and research probes. Proper handling requires standard laboratory safety precautions for fine chemicals.

Physical Properties

Boiling Point: 617.4 °C at 760 mmHg

Flash Point: 327.2 °C

Density: 1.251 g/cm3

Storage: Store at RT.