H-Glu(OtBu)-allyl ester
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H-Glu(OtBu)-allyl ester

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Category
DL-Amino Acids
Catalog number
BAT-014421
CAS number
1009669-67-3
Molecular Formula
C12H21NO4
Molecular Weight
243.30
IUPAC Name
5-O-tert-butyl 1-O-prop-2-enyl 2-aminopentanedioate
Synonyms
H-DL-Glu(OtBu)-Oallyl; O5-tert-butyl-DL-glutamic acid allyl ester; Glutamic acid, 5-(1,1-dimethylethyl) 1-(2-propen-1-yl) ester; 1-Allyl 5-(2-methyl-2-propanyl) glutamate
Appearance
Off-white Powder
Purity
≥95%
Density
1.045±0.06 g/cm3
Boiling Point
311.8±32.0°C at 760 mmHg
Storage
Store at -20°C
InChI
InChI=1S/C12H21NO4/c1-5-8-16-11(15)9(13)6-7-10(14)17-12(2,3)4/h5,9H,1,6-8,13H2,2-4H3
InChI Key
NXCBQSGSQJTRJK-UHFFFAOYSA-N
Canonical SMILES
O=C(OC(C)(C)C)CCC(N)C(=O)OCC=C

H-Glu(OtBu)-allyl ester, a versatile chemical compound used in peptide synthesis and various other organic chemistry applications, presents a multitude of opportunities for innovation and discovery.

Peptide Synthesis: At the forefront of solid-phase peptide synthesis, H-Glu(OtBu)-allyl ester emerges as a pivotal component, acting as a shielded glutamic acid derivative. Its allyl ester protective group exhibits remarkable stability even under acidic conditions, allowing for selective removal when required. This protective strategy safeguards specific amino acid residues throughout the synthesis process, facilitating the meticulous assembly of intricate peptide chains with utmost precision.

Medicinal Chemistry: Within the realm of medicinal chemistry, H-Glu(OtBu)-allyl ester plays a crucial role in the design and synthesis of peptide-based pharmaceuticals and therapeutic agents. The presence of the ester linkage provides a platform for tailored modifications that can enhance the stability and bioavailability of drugs. Integration of this compound into the synthesis procedure empowers researchers to craft innovative peptides endowed with superior pharmacokinetic properties.

Chemical Research: In the vast landscape of organic synthesis, H-Glu(OtBu)-allyl ester stands out as a versatile building block, essential for crafting intricate molecular structures. Researchers harness its inherent stability and reactivity to explore diverse reaction mechanisms and pioneer novel synthetic methodologies.

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