(S)-3-(tert-butoxycarbonylamino)-2-methylpropanoic acid, CAS No. 190897-47-3

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190897-47-3

Catalog No. EBD2208280

CAS 190897-47-3

Name (S)-3-(tert-butoxycarbonylamino)-2-methylpropanoic acid

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Basic Information

Synonyms: (2S)-3-(t-butoxycarbonylamino)-2-methylpropionicacid (S)-3-(tert-butoxycarbonylamino)-2-methylpropanoicacid boc-s-3-aminoisobutyricacid propanoicacid,3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methyl-,(2s)-(9ci) (s)-boc-β2-homoala-oh 2s-methyl-3-[[(1,1-dimethylethoxy)carbonyl]amino]-propanoicacid boc-s-3-aminoisobutyricacidboc-s-3-aminoisobutyricacid boc-(s)-3-amino-2-methylpropanoicacid (s)-3-(boc-amino)-2-methylpropionicacid (2S)-3-[(tert-butoxycarbonyl)amino]-2-methylpropanoicacid

Molecular Formula: C9H17NO4

Molecular Weight: 203.24

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

(S)-3-((tert-Butoxycarbonyl)amino)-2-methylpropanoic acid is a chiral, non-natural amino acid derivative. It features a tert-butoxycarbonyl (Boc) protected amine group and a carboxylic acid group on a branched carbon backbone with an (S)-configured stereocenter at the 2-position. This compound serves as a crucial chiral building block in pharmaceutical synthesis. Its primary application is as a key intermediate for the preparation of active pharmaceutical ingredients (APIs) and peptide mimetics. The Boc-protected amine and free carboxylic acid allow for selective coupling reactions, making it valuable for constructing complex molecules with defined stereochemistry, particularly in the development of protease inhibitors and other therapeutic agents. As a versatile synthon, it is also employed in medicinal chemistry research for structure-activity relationship (SAR) studies and the synthesis of novel drug candidates. The compound is typically handled under standard laboratory conditions, and its stability is suitable for common synthetic transformations.

Physical Properties

Melting Point: 88 °C(lit.)

Boiling Point: 339.502 °C at 760 mmHg

Flash Point: 159.125 °C

Density: 1.102 g/cm3

Storage: 2-8°C