136378-33-1

Usage

Uses

Used in Pharmaceutical Synthesis:
(1S,2S)-N-BOC-1-Amino-2-methylcyclopropanecarboxylic acid is used as a building block for the synthesis of pharmaceutical compounds, specifically in the production of peptide-based drugs. The presence of the BOC protecting group aids in preventing unwanted reactions during the synthesis process, ensuring the successful creation of diverse pharmaceutical compounds.
Used in Medicinal Chemistry:
(1S,2S)-N-BOC-1-Amino-2-methylcyclopropanecarboxylic acid is used as a valuable tool in medicinal chemistry due to its unique structure and functional properties. It contributes to the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Drug Development:
In the field of drug development, (1S,2S)-N-BOC-1-Amino-2-methylcyclopropanecarboxylic acid plays a crucial role as a building block for the synthesis of new drug candidates. Its specific stereochemistry and protective BOC group make it an essential component in the design and synthesis of innovative pharmaceuticals with potential therapeutic benefits.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 98244-43-0 (-)-(1R,2R)-norcoronamic acid 
• 136378-35-3 (1S,3S,5S,6R)-4-(tert-butoxycarbonyl)-5,6-diphenyl-1-methyl-7-oxa-4-azaspiro<2.5>octan-8-one 
• 98244-42-9 (+)-(1S,2S)-norcoronamic acid 
• 88950-54-3 N-(tert-butoxycarbonyl)-dehydroalanine p-nitrobenzyl ester 
• 88950-56-5 (3R,5S)-3-tert-Butoxycarbonylamino-5-methyl-4,5-dihydro-3H-pyrazole-3-carboxylic acid 4-nitro-benzyl ester 
• 88950-61-2 (1S,2S)-1-tert-Butoxycarbonylamino-2-methyl-cyclopropanecarboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

Escherichia coli allows efficient modular incorporation of newly isolated quinomycin biosynthetic enzyme into echinomycin biosynthetic pathway for rational design and synthesis of potent antibiotic unnatural natural product

Natural products display impressive activities against a wide range of targets, including viruses, microbes, and tumors. However, their clinical use is hampered frequently by their scarcity and undesirable toxicity. Not only can engineering Escherichia co

Relative and absolute configuration of antitumor agent SW-163D

Our interest on engineering non-ribosomal synthetase responsible for SW-163 biosynthesis prompted us to determine the relative and absolute configuration of antitumor cyclic depsipeptide SW-163s. We first isolated and identified SW-163 homologs D, F and G as known compounds UK-63598, UK-65662 and UK-63052, respectively. Both enantiomers of the unusual constitutive amino acid, N-methylnorcoromic acid, were synthesized in chiral forms starting from (R)- and (S)-1,2-propanediol. The hydrolyzate of SW-163D, a major constituent of this family, was converted with Marfey's reagent, 1-fluoro-2,4-dinitrophenyl-5-L- alanine-amide (L-FDAA), and the resulting mixture of amino acid derivatives was subjected to an LC/MS analysis. Compared with authentic samples, the analytical data unambiguously show that SW-163D consisted of L-Ala, D-Ser and (1S, 2S)-N-methylnorcoronamic acid. The remaining stereochemistry of the N-methylcysteine moieties was determined from NOE data.

Synthesis and Taste Properties of L-Aspartyl-Methylated 1-Aminocyclopropanecarboxylic Acid Methyl Esters

Several isomers of L-aspartyl-1-aminocyclopropanecarboxylic acid methyl ester with methyl group substitutions on the cyclopropane ring were synthesized.Conformational analyses were carried out on these molecules using 1H NMR and molecular modeling studies.Their taste properties are explained on the basis of our previously reported topochemical model for taste response.

Asymmetric syntheses of 1-aminocyclopropane-1-carboxylic acid derivatives

Optically active D-erythro-4-(tert-butoxycarbonyl)-3-(dimethoxyphosphoryl)-5,6-diphenyl-2,3,5,6- tetrahydro-4H-1,4-oxazin-2-one (13) can be efficiently condensed with various aldehydes via the Emmons-Horner-Wadsworth procedure to provide α,β-dehydrolacton

A New Synthesis of Racemic Coronamic Acid and Other Cyclopropyl Amino Acids

A new method, in which various diazocompounds are added to a dehydro alanine derivative, allows the synthesis of coronamic acid and several other cyclopropyl amino acids.