929198-84-5

Basic information

• Product Name: BOC-(2S,3R)-2-AMINO-3-HYDROXY-4-METHYLPENTANOIC ACID
• Synonyms: BOC-(2S,3R)-2-AMINO-3-HYDROXY-4-METHYLPENTANOIC ACID
• CAS NO: 929198-84-5
• Molecular Formula: C11H21NO5
• Molecular Weight: 247.29
• Product Categories: unnatural amino acids
• Mol File: 929198-84-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 402.8±40.0 °C(Predicted)
• Appearance: /
• Density: 1.146±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: 3.62±0.23(Predicted)
• CAS DataBase Reference: BOC-(2S,3R)-2-AMINO-3-HYDROXY-4-METHYLPENTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(2S,3R)-2-AMINO-3-HYDROXY-4-METHYLPENTANOIC ACID(929198-84-5)
• EPA Substance Registry System: BOC-(2S,3R)-2-AMINO-3-HYDROXY-4-METHYLPENTANOIC ACID(929198-84-5)

Safety Data

• Hazardous Substances Data: 929198-84-5(Hazardous Substances Data)

Usage

Description

Boc-(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid is a chemical compound that belongs to the family of amino acids. It is a derivative of the amino acid threonine, which is an essential component of proteins. Boc-(2S,3R)-2-aMino-3-hydroxy-4-Methylpentanoic acid is often used in the synthesis of peptides and pharmaceuticals. Its structure includes a Boc-protecting group, which helps to prevent unwanted side reactions during chemical synthesis. The presence of a hydroxyl and a methyl group in its structure makes it a versatile building block in organic chemistry. The specific stereochemistry of the compound, designated as (2S,3R), is important for its biological and chemical properties. Overall, Boc-(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid is a valuable and important chemical compound in organic synthesis and pharmaceutical development.

Uses

Used in Pharmaceutical Industry:
Boc-(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid is used as a building block for the synthesis of pharmaceuticals. Its unique structure and stereochemistry make it a valuable component in the development of new drugs.
Used in Peptide Synthesis:
Boc-(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid is used as a key component in the synthesis of peptides. Its versatility and the presence of the Boc-protecting group make it an ideal candidate for the creation of complex peptide structures.
Used in Organic Chemistry:
Boc-(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid is used as a versatile building block in organic chemistry. Its hydroxyl and methyl groups, along with its specific stereochemistry, make it a valuable compound for the development of new organic compounds and materials.

Upstream product

• 5817-22-1 (2S,3R)-3-hydroxyleucine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 10148-70-6 (2S,3S)-3-hydroxyleucine 
• 1424941-11-6 ethyl 2-(tert-butoxycarbonylamino)-3-hydroxy-4-methyl-pentanoate 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 183075-19-6 (S)-tert-butyl 4-((S)-1-hydroxy-2-methylpropyl)-2,2-dimethyloxazolidine-3-carboxylate 
• 97906-31-5 (2R,3R)-(3-isopropyloxiran-2-yl)methanol 
• 50652-78-3 methyl 4-methylpent-2-enoate 
• 10321-71-8 4-methyl-pent-2-enoic acid 
• 5362-55-0 4-methylpent-2-en-1-ol 
• 170209-13-9 (2S,3R)-3-isopropyloxirane-2-carbaldehyde 
• 1439368-35-0 ethyl (2RS)-2-(dibenzylamino)-4-methyl-3-oxopentanoate 
• 35016-62-7 (2SR,3RS)-2-amino-3-hydroxy-4-methylpentanoic acid 

Downstream Products

• 87421-23-6 (2R,3S)-2-amino-3-hydroxy-4-methylpentanoic acid 

Relevant articles and documents

The discovery and optimization of benzimidazoles as selective NaV1.8 blockers for the treatment of pain

The voltage gated sodium channel NaV1.8 has been postulated to play a key role in the transmission of pain signals. Core hopping from our previously reported phenylimidazole leads has allowed the identification of a novel series of benzimidazole NaV1.8 blockers. Subsequent optimization allowed the identification of compound 9, PF-06305591, as a potent, highly selective blocker with an excellent preclinical in vitro ADME and safety profile.

Total Synthesis of Skyllamycins A–C

The skyllamycins are a family of highly functionalized non-ribosomal cyclic depsipeptide natural products which contain the extremely rare α-OH-glycine functionality. Herein the first total synthesis of skyllamycins A–C is reported, together with the biofilm inhibitory activity of the natural products. Linear peptide precursors for each natural product were prepared through an efficient solid-phase route incorporating a number of synthetic modified amino acids. A novel macrocyclization step between a C-terminal amide and an N-terminal glyoxylamide moiety served as a key transformation to install the unique α-OH-glycine unit and generate the natural products in the final step of the synthesis.

Synthesis, structure-activity, and structure-stability relationships of 2-substituted-n-(4-oxo-3-oxetanyl) n-acylethanolamine acid amidase (NAAA) inhibitors

N-Acylethanolamine acid amidase (NAAA) is a cysteine amidase that preferentially hydrolyzes saturated or monounsaturated fatty acid ethanolamides (FAEs), such as palmitoylethanolamide (PEA) and oleoylethanolamide (OEA), which are endogenous agonists of nu