methyl (S)-2-(benzyloxycarbonlamino)-3-(p-toluenesulfonyl)propionate, CAS No. 1492-52-0

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1492-52-0

Catalog No. EBD256840

CAS 1492-52-0

Name methyl (S)-2-(benzyloxycarbonlamino)-3-(p-toluenesulfonyl)propionate

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Basic Information

Synonyms: n-alpha-carbobenzoxy-o-tosyl-l-serinemethylester z-ser(tos)-och3 z-ser(tos)-ome z-o-4-toluenesulfonyl-l-serinemethylester z-serine(tos)-ome n-benzyloxycarbonyl-o-(p-toluenesulfonyl)-l-serinemethylester (s)-methyl2-(benzyloxycarbonylamino)-3-(tosyloxy)propanoate cbz-o-4-toluenesulfonyl-l-serinemethylester methyl(S)-2-(benzyloxycarbonlamino)-3-(p-toluenesulfonyl)propionate N-benzyloxycarbonyl-O-tosyl-L-serinemethylester N-benzyloxycarbonyl-O-p-toluenesulfonyl-L-serinemethylester N-Carbobenzoxy-O-tosyl-L-serinmethylester methylN-[(benzyloxy)carbonyl]-O-[(4-methylphenyl)sulfonyl]-L-serinate

Molecular Formula: C19H21NO7S

Molecular Weight: 407.44

MDL Number: MFCD00237368

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

Methyl (S)-2-(benzyloxycarbonylamino)-3-(p-toluenesulfonyl)propionate is a protected serine derivative featuring a Cbz (benzyloxycarbonyl) group on the amino terminus and a tosylate (p-toluenesulfonyl) ester on the side-chain hydroxyl. This compound serves as a key building block in peptide synthesis and medicinal chemistry, where the tosylate group acts as a good leaving group for nucleophilic substitution, enabling the introduction of various functional groups at the serine side chain. Its primary application lies in the construction of modified amino acids and small-molecule drug fragments, particularly in the development of protease inhibitors and other bioactive molecules. Additionally, it is utilized as a versatile synthetic intermediate in organic chemistry for the preparation of chiral, non-natural amino acids and complex heterocycles.

Physical Properties