Fmoc-(S)-2-amino-3-methoxypropionic acid

Name: Fmoc-(S)-2-amino-3-methoxypropionic acid
Brand: ChemScene
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CAS No. 159610-93-2
Cat. No. CS-0137339
Purity≥98%
MDL No.MFCD02682604

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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+
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Fmoc-(S)-2-amino-3-methoxypropionic acid|CS-0137339

Structure of 159610-93-2

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General Information

CAS No. 159610-93-2
Cat. No. CS-0137339
Purity ≥98%
MDL No. MFCD02682604
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₉NO₅
Molecular Weight 341.36
Synonym(s) (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methoxypropanoic acid
SMILES O=C(O)[C@H](COC)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-(S)-2-amino-3-methoxypropionic acid is a specialized amino acid derivative featuring a methoxy group at the β-position, enhancing solubility and modulating electronic effects. This configuration supports efficient incorporation into peptide chains during solid-phase synthesis, offering improved handling and reduced aggregation. The Fmoc protecting group enables orthogonal deprotection, streamlining sequence assembly in complex peptide architectures.

Application

Fmoc-(S)-2-amino-3-methoxypropionic acid serves as a versatile building block in peptide synthesis, enabling the incorporation of β³-amino acid motifs with enhanced conformational diversity. The Fmoc group provides efficient orthogonal protection for the α-amino functionality, while the methoxy-substituted side chain offers improved solubility and metabolic stability. This derivative facilitates robust coupling reactions under standard conditions, supports facile deprotection, and functions effectively in solid-phase synthesis workflows.

Synthesis

Route1
- 28920-43-6
- ~%
- In-stock
  
  159610-93-2
References
- Proteolix, Inc. Patent: US2007/105786 A1, 2007 ; Location in patent: Page/Page column 33; 34 ;

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 84.86
LogP 2.6247
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Fmoc-(S)-2-amino-3-methoxypropionic acid

CAS No. 159610-93-2

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