(R)-4-(tert-Butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

Name: (R)-4-(tert-Butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid
Brand: ChemScene
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CAS No. 77004-75-2
Cat. No. CS-W005550
Purity≥97%
MDL No.MFCD00236827

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(R)-4-(tert-Butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid|CS-W005550

Structure of 77004-75-2

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Description

(R)-4-(tert-Butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid is a chiral building block featuring a protected amine and ester functionality, enabling direct incorporation into peptide synthesis workflows. The sterically hindered tert-butyl groups confer enhanced stability under standard reaction conditions.

Application

(R)-4-(tert-Butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid serves as a key chiral building block for synthesizing γ-lactam-containing scaffolds and peptide mimetics. Its orthogonal protection—tert-butyl ester and Boc-amino groups—enables sequential deprotection and functionalization under standard conditions. The molecule exhibits excellent bench stability and facilitates efficient cyclization to form substituted pyrrolidinones, making it valuable in medicinal chemistry campaigns targeting bioactive heterocycles.

General Information

CAS No. 77004-75-2
Cat. No. CS-W005550
Purity ≥97%
MDL No. MFCD00236827
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₆
Molecular Weight 289.32
Synonym(s) N-Boc-D-aspartic acid 1-(tert-butyl) ester
SMILES O=C(C[C@H](C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O)O

Computational Chemistry Data

TPSA 101.93
LogP 1.6961
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 4

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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Other Classifications

Life Science Amino Acids and their Derivatives Aspartic acid and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-4-(tert-Butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

CAS No. 77004-75-2

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