Fmoc-N-Me-D-Asp(OtBu)-OH

Name: Fmoc-N-Me-D-Asp(OtBu)-OH
Brand: ChemScene
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CAS No. 1799443-40-5
Cat. No. CS-0439260
Purity≥97%
MDL No.None

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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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Description

Fmoc-N-Me-D-Asp(OtBu)-OH is a D-amino acid derivative featuring a fluorenylmethoxy carbonyl (Fmoc) protecting group and a tert-butyl ester on the side chain. This configuration enables efficient incorporation into peptide chains during solid-phase synthesis, offering enhanced stability and reduced racemization compared to standard analogs. The N-methyl substitution improves conformational rigidity and resistance to enzymatic degradation.

Application

Fmoc-N-Me-D-Asp(OtBu)-OH serves as a key building block in peptide synthesis, enabling the incorporation of N-methylated D-aspartic acid residues with orthogonal protection. The Fmoc group allows for mild base-labile deprotection, while the OtBu ester provides stable carboxyl protection compatible with standard coupling conditions. This derivative facilitates efficient synthesis of constrained peptides and peptidomimetics, offering enhanced metabolic stability and conformational rigidity in bioactive sequences.

General Information

CAS No. 1799443-40-5
Cat. No. CS-0439260
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₇NO₆
Molecular Weight 425.47
Synonym(s) (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid
SMILES C(OC(N([C@H](CC(OC(C)(C)C)=O)C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Computational Chemistry Data

TPSA 93.14
LogP 4.0523
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 6

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-P330-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Aspartic acid and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Fmoc-N-Me-D-Asp(OtBu)-OH

CAS No. 1799443-40-5

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