(R)-2-tert-Butoxycarbonylamino-pentanedioic acid dimethyl ester

Name: (R)-2-tert-Butoxycarbonylamino-pentanedioic acid dimethyl ester
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CAS No. 130622-05-8
Cat. No. CS-B1601
Molecule weight275.30
Purity≥98%
MDL No.MFCD03094773

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(R)-2-tert-Butoxycarbonylamino-pentanedioic acid dimethyl ester|CS-B1601

Structure of 130622-05-8

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General Information

CAS No. 130622-05-8
Cat. No. CS-B1601
Purity ≥98%
MDL No. MFCD03094773
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₆
Molecular Weight 275.30
Synonym(s) D-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, dimethyl ester; dimethyl(tert-butoxycarbonyl)-D-glutamate
SMILES COC(CC[C@H](C(OC)=O)NC(OC(C)(C)C)=O)=O

Description

(R)-2-tert-Butoxycarbonylamino-pentanedioic acid dimethyl ester features a chiral α-amino diacid scaffold with orthogonal protection, enabling selective deprotection and coupling in peptide synthesis. The tert-butoxycarbonyl group ensures stability under basic conditions, while the dimethyl ester moiety facilitates efficient activation. This configuration supports precise assembly of complex peptidomimetics and constrained amino acid derivatives.

Application

(R)-2-tert-Butoxycarbonylamino-pentanedioic acid dimethyl ester serves as a versatile chiral building block for the synthesis of peptidomimetics and heterocyclic scaffolds. Its protected α-amino diacid functionality enables selective transformations in solid-phase and solution-phase peptide synthesis, with excellent bench stability and compatibility with standard coupling conditions. The tert-butyl carbamate group provides orthogonal protection, facilitating sequential deprotection strategies in complex molecule assembly.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 90.93
LogP 1.0059
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 5

Other Classifications

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-2-tert-Butoxycarbonylamino-pentanedioic acid dimethyl ester

CAS No. 130622-05-8

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