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

Name: Fmoc-N-Me-D-Glu(OtBu)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 1562442-35-6
Cat. No. CS-0254954
Purity≥98%
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-Glu(OtBu)-OH is a stereochemically defined, N-methylated D-glutamic acid derivative featuring a C-terminal tert-butyl ester and an N-terminal Fmoc protecting group. This configuration enhances backbone stability and resistance to enzymatic degradation, enabling efficient incorporation into peptide sequences during solid-phase synthesis. The sterically shielded side chain facilitates selective coupling without racemization, streamlining the construction of complex bioactive peptides.

Application

Fmoc-N-Me-D-Glu(OtBu)-OH serves as a key building block for the synthesis of peptide-based therapeutics and cyclic peptide scaffolds. The Fmoc group enables efficient N-terminal protection in solid-phase peptide synthesis, while the N-methyl functionality enhances metabolic stability and conformational rigidity. The OtBu ester provides orthogonal protection for the side-chain carboxylate, facilitating selective derivatization. This compound exhibits excellent bench stability, simplifies purification, and demonstrates broad compatibility with standard coupling protocols.

General Information

CAS No. 1562442-35-6
Cat. No. CS-0254954
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₉NO₆
Molecular Weight 439.50
Synonym(s) N-Fmoc-N-methyl-D-glutamic acid 5-tert-butyl ester
SMILES CC(C)(C)OC(CC[C@H](C(O)=O)N(C)C(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O

Computational Chemistry Data

TPSA 93.14
LogP 4.4424
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 7

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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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 Glutamic acid and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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

CAS No. 1562442-35-6

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