191664-14-9

Basic information

• Product Name: Boc-(R)-2-(aMinoMethyl)-3-Methylbutanoic acid
• Synonyms: Boc-(R)-2-(aMinoMethyl)-3-Methylbutanoic acid;(R)-2-(((tert-Butoxycarbonyl)aMino)Methyl)-3-Methylbutanoic acid;(R)-2-[(Boc-amino)methyl]-3-methylbutyric acid ;(Tert-Butoxy)Carbonyl (R)-2-(Aminomethyl)-3-methylbutanoic acid
• CAS NO: 191664-14-9
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.28874
• Mol File: 191664-14-9.mol

Chemical Properties

• Boiling Point: 360.4±25.0 °C(Predicted)
• Appearance: /
• Density: 1.061±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.48±0.11(Predicted)
• CAS DataBase Reference: Boc-(R)-2-(aMinoMethyl)-3-Methylbutanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-(R)-2-(aMinoMethyl)-3-Methylbutanoic acid(191664-14-9)
• EPA Substance Registry System: Boc-(R)-2-(aMinoMethyl)-3-Methylbutanoic acid(191664-14-9)

Safety Data

• Hazardous Substances Data: 191664-14-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Boc-(R)-2-(aminomethyl)-3-methylbutanoic acid is used as a key building block for the creation of peptide-based pharmaceuticals. Its incorporation into peptide structures contributes to the development of biologically active peptides with enhanced stability and bioavailability, which is essential for their therapeutic efficacy.
Used in Peptide Synthesis:
In the field of peptide synthesis, Boc-aminomethylvaline is employed as a crucial component for the synthesis of various peptides. Its unique properties allow for the creation of peptides with improved stability and bioavailability, making it an important tool in the development of novel therapeutic agents.
Used in Drug Development:
Boc-(R)-2-(aminomethyl)-3-methylbutanoic acid is used in drug development for its potential therapeutic applications in the treatment of various diseases and medical conditions. Its ability to enhance peptide stability and bioavailability makes it a valuable asset in the design and development of new drugs with improved efficacy and safety profiles.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Boc-aminomethylvaline is utilized for its unique structure and functional properties. It plays a significant role in the discovery and optimization of new drug candidates, contributing to the advancement of pharmaceutical research and the development of innovative therapeutic agents.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 210345-86-1 (2R)-([amino]methyl)-3-methylbutanoic acid 
• 210345-85-0 (R)-2-(Benzoylamino-methyl)-3-methyl-butyric acid 
• 191664-12-7 N-[(R)-2-((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-3-methyl-butyl]-benzamide 
• 145589-03-3 (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 

Downstream Products

• 210345-69-0 Boc-(R)-β²-HVal-(R)-β²-HAla-(R)-β²-HLeu-(2R,3R)-β^2,3-HAla(α-Me)-(R)-β²-HVal-(R)-β²-HAla-(R)-β²-HLeu-OBn 
• 210345-68-9 (R)-2-[((R)-3-{(R)-2-[((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyrylamino)-methyl]-3-methyl-butyrylamino}-2-methyl-propionylamino)-methyl]-4-methyl-pentanoic acid benzyl ester 
• 191664-19-4 C₄₆H₇₈N₆O₉ 
• 918964-83-7 3-{3-[2-(tert-butoxycarbonylamino-methyl)-3-methyl-butyrylamino]-butyrylamino}-4-phenyl-butyric acid 4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-benzyl ester 
• 918964-89-3 3-{3-[2-(tert-butoxycarbonylamino-methyl)-3-methyl-butyrylamino]-butyrylamino}-4-phenyl-butyric acid benzyl ester 
• 911852-83-0 (2-{1-benzyl-3-[2-(tert-butylcarbamoyl-methyl)-pyrrolidin-1-yl]-3-oxo-propylcarbamoyl}-3-methyl-butyl)-carbamic acid tert-butyl ester 
• 191664-18-3 (R)-2-({(R)-3-[(R)-2-(tert-Butoxycarbonylamino-methyl)-3-methyl-butyrylamino]-2-methyl-propionylamino}-methyl)-4-methyl-pentanoic acid benzyl ester 

Relevant articles and documents

β2- And β3-Peptides with Proteinaceous Side Chains: Synthesis and Solution Structures of Constitutional Isomers, a Novel Helical Secondary Structure and the Influence of Solvation and Hydrophobic Interactions on Folding

Enantiomerically pure β-amino-acid derivatives with the side chains of Ala, Val, and Leu in the 2- or 3-position (β2- and β3-amino acids, resp.), as well as with substituents in both the 2- and 3-positions (β2,3-amino acids, of like-configuration) have been prepared (compounds 8-17) and incorporated (by stepwise synthesis and fragment coupling, intermediates 24-34) into β-hexa-, β-hepta-, and β-dodecapeptides (1-17). The new and some of the previously prepared β-peptides (35-39) showed NH/ND exchange rates (in MeOH at room temperature) with τ1/2 values of up to 60 days, unrivalled by short chain α-peptides. All β-peptides 1-7 were designed to be able to attain the previously described 31-helical structure (Figs. 1 and 2). CD Measurements (Fig. 4), indicating a new secondary structure of certain β-peptides constructed of β2- and β3-amino acids, were confirmed by detailed NMR solution-structure analyses: a β2-heptapeptide (2c) and a β2,3-hexapeptide (7c) have the 31-helical structure (Figs. 6 and 7), while to a β2/β3-hexapeptide (4) with alternating substitution pattern H-(β2-Xaa-β3-Xaa)3-OH a novel, unusual helical structure (in (D5)pyridine, Fig. 8; and in CD3OH, Figs. 9 and 10) was assigned, with a central ten-membered and two terminal twelve-membered H-bonded rings, and with C=O and N-H bonds pointing alternatively up and down along the axis of the helix (Fig. 11). Thus, for the first time, two types of β-peptide turns have been identified in solution. Hydrophobic interactions of and hindrance to solvent accessibility by the aliphatic side chains are discussed as possible factors influencing the relative stability of the two types of helices.