(R)-methyl 2-amino-4-methylpentanoate hydrochloride

Name: (R)-methyl 2-amino-4-methylpentanoate hydrochloride
Brand: ChemScene
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CAS No. 5845-53-4
Cat. No. CS-W017141
Purity≥98%
MDL No.MFCD00066115

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-methyl 2-amino-4-methylpentanoate hydrochloride|CS-W017141

Structure of 5845-53-4

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General Information

CAS No. 5845-53-4
Cat. No. CS-W017141
Purity ≥98%
MDL No. MFCD00066115
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₆ClNO₂
Molecular Weight 181.66
Synonym(s) None
SMILES CC(C)C[C@@H](N)C(OC)=O.Cl

Description

(R)-methyl 2-amino-4-methylpentanoate hydrochloride is a chiral amino acid derivative featuring a sterically hindered side chain and a bench-stable protonated amine. This configuration enables direct incorporation into peptide synthesis workflows without racemization, delivering high diastereoselectivity in cascade coupling reactions.

Application

(R)-Methyl 2-amino-4-methylpentanoate hydrochloride serves as a stereochemically defined building block for the synthesis of bioactive molecules, particularly in peptide and peptidomimetic architectures. Its stable hydrochloride salt form enhances handling and storage, while the pendant amino and ester functionalities enable straightforward derivatization via amidation, alkylation, or reductive amination. The molecule functions effectively in standard coupling protocols and supports efficient purification due to its crystalline nature and predictable chromatographic behavior.

Synthesis

Route1
- 67-56-1
- In-stock
  
  328-38-1
- ~99%
- In-stock
  
  5845-53-4
References
- Jeong, Yong-Chul; Moloney, Mark G. Synlett, 2009 , # 15 p. 2487 - 2491
Route2
- 23032-21-5
- ~68%
- In-stock
  
  5845-53-4
References
- Japan Science and Technology Corporation Patent: US6339159 B1, 2002 ; Location in patent: Example 3 ;
Route3
- In-stock
  
  328-38-1
- ~%
- In-stock
  
  5845-53-4
References
- US6048852 A1, ; US 6048852 A

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

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 0.9546
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Leucine and derivatives

Life Science Amino Acids and their Derivatives C-protected amino acid

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

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(R)-methyl 2-amino-4-methylpentanoate hydrochloride

CAS No. 5845-53-4

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