828254-18-8

Basic information

• Product Name: Boc-(S)-2-(aMinoMethyl)-4-Methylpentanoic acid
• Synonyms: Boc-(S)-2-(aMinoMethyl)-4-Methylpentanoic acid;(Tert-Butoxy)Carbonyl (S)-2-(Aminomethyl)-4-methylpentanoic acid
• CAS NO: 828254-18-8
• Molecular Formula: C12H23NO4
• Molecular Weight: 245.31532
• Mol File: 828254-18-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 56-57 °C
• Boiling Point: 374.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.046±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.49±0.21(Predicted)
• CAS DataBase Reference: Boc-(S)-2-(aMinoMethyl)-4-Methylpentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-(S)-2-(aMinoMethyl)-4-Methylpentanoic acid(828254-18-8)
• EPA Substance Registry System: Boc-(S)-2-(aMinoMethyl)-4-Methylpentanoic acid(828254-18-8)

Safety Data

• Hazardous Substances Data: 828254-18-8(Hazardous Substances Data)

Usage

General Description

Boc-(S)-2-(aminomethyl)-4-methylpentanoic acid, also known as Boc-S-AMP, is a chemical compound commonly used in the synthesis of peptides. It is a derivative of the amino acid leucine and is often employed as a chiral auxiliary in the production of peptide-based drugs. Boc-(S)-2-(aMinoMethyl)-4-Methylpentanoic acid is a protected form of the amino acid, with the Boc (tert-butyloxycarbonyl) group serving to protect the amine group from unwanted reactions. Boc-S-AMP is utilized in organic and medicinal chemistry for the creation of complex peptide structures with specific biological properties. Its modular and versatile nature makes it a valuable tool in the development of new pharmaceuticals and biologically active molecules.

Upstream product

• 61-90-5 L-leucine 
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• 114438-66-3 (-)-methyl-(S)-2-bromo-4-methylpentanoate 
• 887143-09-1 methyl 2-[(dibenzylamino)methyl]-4-methylpentanoate 
• 776327-14-1 2-aminomethyl-4-methyl-pentanoic acid methyl ester 
• 100869-07-6 2-(aminomethyl)-4-methylpentanoic acid 
• 262301-37-1 N-[3-(N'-diphenylmethylene)-2-isobutylaminopropionyl] sultam 
• 887143-14-8 (2S)-N-{(2R)-2-[(dibenzylamino)methyl]-4-methylpentanoyl}camphorsultam 
• 927830-83-9 (R)-2-Aminomethyl-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-4-methyl-pentan-1-one 
• 887143-13-7 (S)-N-(2-bromo-4-methyl-pentanoyl) camphorsultam 

Relevant articles and documents

Beta amino acid-modified and fluorescently labelled kisspeptin analogues with potent KISS1R activity

Kisspeptin analogues with improved metabolic stability may represent important ligands in the study of the kisspeptin/KISS1R system and have therapeutic potential. In this paper we assess the activity of known and novel kisspeptin analogues utilising a du

CONCISE BETA2-AMINO ACID SYNTHESIS VIA ORGANOCATALYTIC AMINOMETHYLATION

The present invention provides a method for the synthesis of ?2-amino acids. The method also provides methods yielding a-substituted ?-amino aldehydes and ?-substituted γ-amino alcohols. The present method according to this invention allows for increased yield and easier purification using minimal chromatography or crystallization. The methods described herein are based on an aldehyde aminomethylation which involves a Mannich reaction between an aldehyde and a formaldehyde-derived N,O-acetal (iminium precursor) and a catalyst, such as, for example, L-proline or a pyrrolidine. The invention allows for large scale, commercial preparation of ?2-amino acids.

New scalable asymmetric aminomethylation reaction for the synthesis of β2-amino acids

β-Amino acids are useful tools in the design of peptidomimetics, and the development of new methods for their syntheses, particularly the synthesis of β2-amino acids, remains an important challenge. Here we report a new scalable route based on the aminomethylation of silyl ketene N,O-acetals by Mannich-type iminium electrophiles. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.