D-Glutamic acid γ-tert-butyl ester
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D-Glutamic acid γ-tert-butyl ester

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Category
D-Amino Acids
Catalog number
BAT-003492
CAS number
45125-00-6
Molecular Formula
C9H17NO4
Molecular Weight
203.20
D-Glutamic acid γ-tert-butyl ester
IUPAC Name
(2R)-2-amino-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
Synonyms
D-Glu(OtBu)-OH; (R)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid
Appearance
White crystals
Purity
≥ 99% (Chiral purity)
Melting Point
> 150 °C (dec.)
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H17NO4/c1-9(2,3)14-7(11)5-4-6(10)8(12)13/h6H,4-5,10H2,1-3H3,(H,12,13)/t6-/m1/s1
InChI Key
OIOAKXPMBIZAHL-ZCFIWIBFSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)O)N

D-Glutamic acid γ-tert-butyl ester is a chemical compound used in the synthesis processes within both research and industrial applications. Here are some key applications of D-Glutamic acid γ-tert-butyl ester:

Peptide Synthesis: D-Glutamic acid γ-tert-butyl ester is employed as a protecting group during peptide synthesis. Its presence ensures that the γ-carboxyl group is protected from unwanted reactions, allowing selective modification of the peptide chain. This facilitates the synthesis of complex peptides with high precision and reduces the risk of side reactions that could compromise yield and purity.

Pharmaceutical Intermediate: In drug development, D-Glutamic acid γ-tert-butyl ester serves as an intermediate for synthesizing a variety of pharmacologically active compounds. Its structure allows for downstream synthesis of molecules that can be further modified into potential drug candidates.

Bioconjugate Synthesis: D-Glutamic acid γ-tert-butyl ester is used in the preparation of bioconjugates where it acts as a linker between biomolecules. Its stable ester linkage facilitates the attachment of functional groups or molecules, aiding in the development of diagnostics and therapeutic agents. This is particularly important in the design of targeted drugs and molecular probes.

Chemical Research: In academic and industrial research, D-Glutamic acid γ-tert-butyl ester is used as a reagent in organic chemistry experiments. It is valuable in studying reaction mechanisms and exploring new chemical transformations. The compound is an essential component in many experimental setups, contributing to the advancement of chemical synthesis methodologies and discovery of novel compounds.

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