1-(tert-Butyl) 5-methyl (tert-butoxycarbonyl)-L-glutamate

Name: 1-(tert-Butyl) 5-methyl (tert-butoxycarbonyl)-L-glutamate
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CAS No. 24277-38-1
Cat. No. CS-0129476
Purity≥97%
MDL No.MFCD27578332

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-(tert-Butyl) 5-methyl (tert-butoxycarbonyl)-L-glutamate|CS-0129476

Structure of 24277-38-1

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General Information

CAS No. 24277-38-1
Cat. No. CS-0129476
Purity ≥97%
MDL No. MFCD27578332
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₇NO₆
Molecular Weight 317.38
Synonym(s) (S)-(-)-1-tert-butyl-5-methyl-[(2-tert-butoxycarbonyl)amino]pentanedioate
SMILES O=C(OC(C)(C)C)[C@@H](NC(OC(C)(C)C)=O)CCC(OC)=O

Description

This tert-butyl-protected glutamate derivative features a sterically hindered tert-butoxycarbonyl group and a methyl substituent at the 5-position, enabling stable incorporation into peptide synthesis workflows. The bulky tert-butyl moiety enhances solubility and minimizes racemization during coupling reactions.

Application

1-(tert-Butyl) 5-methyl (tert-butoxycarbonyl)-L-glutamate serves as a versatile diacid protecting group scaffold in peptide synthesis, enabling selective functionalization at the γ-carboxylate while maintaining stability under standard coupling conditions. The tert-butoxycarbonyl (Boc) group provides orthogonal protection to the α-amino function, facilitating sequential assembly of complex peptides and heterocyclic building blocks. Its bench-stable nature and ease of deprotection with mild acid simplify purification workflows and support scalable applications in medicinal chemistry and API development.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 90.93
LogP 2.1746
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 5

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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1-(tert-Butyl) 5-methyl (tert-butoxycarbonyl)-L-glutamate

CAS No. 24277-38-1

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