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(2R)-([(benzyloxy)carbonylamino]methyl)-4-methylpentanoic acid is a chiral amino acid derivative characterized by the presence of a benzyloxy and carbonyl functional group, along with a methyl and pentanoic acid moiety. It is a modified form of the naturally occurring amino acid alanine, with the hydrogen atom on the alpha carbon replaced by a functionalized group. The specific chirality and structure of (2R)-([{(benzyloxy)carbonyl}amino]methyl)-4-methylpentanoic acid suggest potential applications in various fields, particularly in organic synthesis and the formation of peptide bonds.

132606-01-0

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  • (2R)-2-({[(benzyloxy)carbonyl]amino}methyl)-4-methylpentanoic acid

    Cas No: 132606-01-0

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132606-01-0 Usage

Uses

Used in Organic Synthesis:
(2R)-([(benzyloxy)carbonylamino]methyl)-4-methylpentanoic acid is used as a building block in organic synthesis for the creation of complex organic molecules. Its unique structure allows for the formation of peptide bonds, making it a valuable component in the synthesis of peptides and other bioactive compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, (2R)-([(benzyloxy)carbonylamino]methyl)-4-methylpentanoic acid is utilized as a key intermediate in the development of new drugs. Its chiral nature and functional groups enable the design of enantioselective synthesis routes, leading to the production of more effective and safer medications.
Used in Chiral Catalysts:
(2R)-([(benzyloxy)carbonylamino]methyl)-4-methylpentanoic acid can be employed as a chiral catalyst in asymmetric reactions, facilitating the production of enantiomerically pure compounds. This is particularly important in the synthesis of pharmaceuticals and agrochemicals, where the desired biological activity is often associated with a specific enantiomer.
Used in Research and Development:
In academic and industrial research settings, (2R)-([(benzyloxy)carbonylamino]methyl)-4-methylpentanoic acid serves as a model compound for studying the effects of chirality on chemical reactivity and biological activity. This knowledge can be applied to the design of new chiral molecules with tailored properties and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 132606-01-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,2,6,0 and 6 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 132606-01:
(8*1)+(7*3)+(6*2)+(5*6)+(4*0)+(3*6)+(2*0)+(1*1)=90
90 % 10 = 0
So 132606-01-0 is a valid CAS Registry Number.

132606-01-0Upstream product

132606-01-0Relevant articles and documents

Enantioselective synthesis of beta-amino acids using hexahydrobenzoxazolidinones as chiral auxiliaries

Reyes-Rangel, Gloria,Jimenez-Gonzalez, Erika,Olivares-Romero, Jose Luis,Juaristi, Eusebio

experimental part, p. 2839 - 2849 (2009/06/18)

A practical synthetic route for the asymmetric synthesis of β2-amino acids is described. In the first step, the procedure involves the N-acylation of readily available, enantiopure hexahydrobenzoxazolidinone (4R,5R)-1 with 3-methylbutanoyl chloride 2, 4-methylpentanoic acid 3, and 3-(1-tert-butoxycarbonyl)-1H-indol-3-yl)propanoic acid 4 to afford derivatives 5a, 5b, and 5c, respectively, which were alkylated with high diastereoselectivity by means of reaction between their sodium enolates and benzyl bromoacetate. Removal of the chiral auxiliary from the alkylated products followed by hydrogenation and hydrolysis gave β2-amino acids (S)-10a, (S)-10b, and (S)-10c, which were N-protected with Fmoc. Enantiomeric (R)-10a-c were similarly prepared from the isomeric hexahydrobenzoxazolidinone (4S,5S)-1; thus, the route presented here provides access to both enantiomers of valuable highly enantioenriched β2-amino acids.

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