Boc-D-Asp(OMe)-OH

Name: Boc-D-Asp(OMe)-OH
Brand: ChemScene
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CAS No. 124184-67-4
Cat. No. CS-W018903
Purity≥95%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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General Information

CAS No. 124184-67-4
Cat. No. CS-W018903
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₆
Molecular Weight 247.25
Synonym(s) (R)-2-((tert-Butoxycarbonyl)amino)-4-methoxy-4-oxobutanoic acid
SMILES O=C(O)[C@H](NC(OC(C)(C)C)=O)CC(OC)=O

Description

Boc-D-Asp(OMe)-OH is a protected aspartic acid derivative featuring a methyl ester group and a tert-butoxycarbonyl (Boc) protecting group. This configuration enables straightforward incorporation into peptide chains while maintaining stability during synthetic manipulations. The molecule integrates readily into solid-phase peptide synthesis protocols, offering reliable coupling efficiency and clean deprotection under mild acidic conditions.

Application

Boc-D-Asp(OMe)-OH serves as a valuable chiral building block in peptide synthesis, enabling the incorporation of D-aspartic acid with orthogonal protection. The Boc group provides stable tert-butyl protection under acidic conditions, while the methyl ester offers facile hydrolysis for subsequent derivatization. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient access to protected dipeptide intermediates and complex peptide scaffolds.

Synthesis

Route1
- 1054666-03-3
- ~%
- In-stock
  
  124184-67-4
References
- Giri, Nicola; Petrini, Marino; Profeta, Roberto Journal of Organic Chemistry, 2004 , vol. 69, # 21 p. 7303 - 7308

Safety Information

Download SDS

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 101.93
LogP 0.5274
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Boc-D-Asp(OMe)-OH

CAS No. 124184-67-4

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