Fmoc-L-glutamic acid 5-tert-butyl ester, CAS No. 71989-18-9

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71989-18-9

Catalog No. EBD1201

CAS 71989-18-9

Name Fmoc-L-glutamic acid 5-tert-butyl ester

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Basic Information

Synonyms: N-alpha-FMOC-L-glutamicacidalpha-t-butylester FMOC-Glu(OtBu)-OH (2S)-5-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoicacid(non-preferredname) 5-tert-butoxy-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoicacid(non-preferredname) (4S)-5-tert-butoxy-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoicacid(non-preferredname) Fmoc-L-glutamicacid5-tert-butylester 5-tert-ButylN-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-aminoglutarate 5-tert-but

Molecular Formula: C24H27NO6

Molecular Weight: 425.47

MDL Number: MFCD00037135

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

Fmoc-L-glutamic acid 5-tert-butyl ester is a protected derivative of L-glutamic acid. Its structure features a fluorenylmethyloxycarbonyl (Fmoc) group protecting the alpha-amino group and a tert-butyl ester protecting the gamma-carboxyl group, while the alpha-carboxyl group remains free for coupling. This orthogonal protection strategy is fundamental in solid-phase peptide synthesis (SPPS). As a key building block, it is widely employed in the synthesis of peptides and proteins, particularly for introducing glutamic acid residues at specific positions. The Fmoc group is removed under mild basic conditions, and the tert-butyl ester is cleaved under acidic conditions, allowing for sequential deprotection. It is an essential tool in medicinal chemistry for constructing peptide-based drugs, studying protein-protein interactions, and developing peptide vaccines. Its high enantiomeric purity ensures the stereochemical integrity of the final peptide product.

Physical Properties

Melting Point: 83-90 °C

Boiling Point: 638.1 °C at 760 mmHg

Flash Point: 339.7 °C

Density: 1.232 g/cm3

Solubility: 5 mmole in 10ml DMF clearly soluble

Refractivity: -4 ° (C=1, 80% AcOH)

Storage: 2-8°C

Analytical Data

Appearance: White powder