(3S)-4-(9H-fluoren-9-ylmethoxy)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid, CAS No. 129046-87-3

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129046-87-3

Catalog No. EBD138896

CAS 129046-87-3

Name (3S)-4-(9H-fluoren-9-ylmethoxy)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid

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Basic Information

Synonyms: (3S)-3-(tert-butoxycarbonylamino)-4-(9H-fluoren-9-ylmethoxy)-4-oxo-butanoicacid (3S)-4-(9H-fluoren-9-ylmethoxy)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoicacid Boc-Asp-OFm N-alpha-tert-Butyloxycarbonylasparticacidbeta-fluorenylmethylester 1-(9H-Fluoren-9-ylmethyl)N-((1,1-dimethylethoxy)carbonyl)-L-aspartate BA-beta-Fme Nalpha-Boc-asp-beta-fluorenylmethylester L-Asparticacid,N-((1,1-dimethylethoxy)carbonyl)-,1-(9H-fluoren-9-ylmethyl)ester (3S)-3-[(tert-butoxycarbonyl)amino]-4-(9H-fluoren-9-ylmethoxy)-4-oxobutanoicacid(non-preferredname) boc-asparticacid-ofm boc-l-asparticacidalpha-9-fluorenylmethylester n-alpha-t-butoxycarbonyl-l-asparticacidalpha-9-fluorenylmethylester n-(tert-butoxycarbonyl)-l-asparticacid1-(9h-fluorene-9-ylmethyl)ester n-(tert-butyloxycarbonyl)-l-asparticacid1-(9h-fluorene-9-ylmethyl)ester n-boc-l-asparticacid1-(9h-fluoren-9-ylmethyl)ester

Molecular Formula: C23H25NO6

Molecular Weight: 411.45

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

(3S)-4-(9H-fluoren-9-ylmethoxy)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid, commonly known as Boc-Asp(OtBu)-OH or Boc-L-aspartic acid 4-tert-butyl ester, is a protected derivative of the amino acid L-aspartic acid. It features two orthogonal protecting groups: the acid-labile tert-butoxycarbonyl (Boc) group on the α-amino function and the base-labile tert-butyl (OtBu) ester on the β-carboxylic acid side chain. This specific protection scheme makes it a crucial building block in solid-phase peptide synthesis (SPPS), particularly in Boc-based strategies. This compound is primarily used as a key intermediate in the synthesis of peptides and peptidomimetics. The Boc group allows for selective deprotection under acidic conditions without affecting the tert-butyl ester, enabling sequential peptide chain elongation. Its main application is to incorporate the aspartic acid residue into peptide sequences while preventing unwanted side reactions, such as aspartimide formation, during synthesis. It is essential for producing peptides for pharmaceutical research, drug discovery, and biochemical studies. As a high-purity, specialty chemical, it is supplied for research and development purposes. Handling requires standard laboratory precautions for organic compounds.

Physical Properties

Melting Point: 138-142 °C

Boiling Point: 617.4 °C at 760 mmHg

Flash Point: 327.2 °C

Density: 1.251 g/cm3