Fmoc-serine tert-butyl ester, CAS No. 110797-35-8

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110797-35-8

Catalog No. EBD234594

CAS 110797-35-8

Name Fmoc-serine tert-butyl ester

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Basic Information

Synonyms: NALPHA-FMOC-L-SERINETERT-BUTYLESTER N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-SERINEALPHA-T-BUTYLESTER NALPHA-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-SERINETERT-BUTYLESTER FMOC-SER-OTBU tert-butylN-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serinate Fmoc-serinetert-butylester Fmoc-Ser(OH)-O-t-Bu (S)-tert-butyl2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-hydroxypropanoate (S)-N-(fluoren-9-ylmethoxycarbonyl)serinetert-butylester N-[(9-fluorenyl)methoxycarbonyl]-L-serinetert-butylester N-(9-fluorenylmethoxycarbonyl)-L-serine-tert-butylester

Molecular Formula: C22H25NO5

Molecular Weight: 383.44

MDL Number: MFCD01861331

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

Product Description:

Nα-(9-Fluorenylmethoxycarbonyl)-L-serine tert-butyl ester is a protected amino acid derivative. It features an Fmoc (9-fluorenylmethoxycarbonyl) group protecting the α-amino group and a tert-butyl ester protecting the carboxylic acid group of L-serine. This specific combination of protecting groups makes it a crucial building block in solid-phase peptide synthesis (SPPS), particularly using the Fmoc/t-Bu strategy. Its primary and most significant application is in the synthesis of peptides and proteins for pharmaceutical research and development. The Fmoc group is base-labile and can be removed under mild conditions (e.g., with piperidine), while the tert-butyl ester is acid-labile. This orthogonal protection scheme allows for the sequential and controlled assembly of peptide chains on a solid support. L-Serine itself is a polar, hydroxyl-containing amino acid, and its incorporation into peptides can influence solubility, glycosylation sites, and overall bioactivity. As a high-purity, specialty chemical, it is a standard reagent in biotech and medicinal chemistry laboratories. While its core identity is as a peptide synthesis reagent, its well-defined structure also qualifies it as a specialized organic synthesis building block for constructing more complex molecules beyond peptides, where a protected serine moiety is required.

Physical Properties

Melting Point: 127 °C

Boiling Point: 588.356°C at 760 mmHg

Flash Point: 309.627°C

Density: 1.217g/cm3