Boc-O-tert-butyl-L-serine, CAS No. 13734-38-8

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13734-38-8

Catalog No. EBD4610

CAS 13734-38-8

Name Boc-O-tert-butyl-L-serine

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Basic Information

Synonyms: Boc-Hser(Bzl)-OH N-Boc-D-Serine(BenzylEther) Boc-O-tert-butyl-L-serine 3-tert-butoxy-2-(tert-butoxycarbonylamino)propanoicacid Boc-Ser(But)-OH BOC-SER(BU)-OH BOC-SERINE(TBU)-OH BOC-SER(TBU)-OH BOC-SER-OTBU BOC-O-T-BUTYL-L-SERINE BOC-L-SER(TBU)-OH N-(tert-butoxycarbonyl)-O-tert-butylserine N-(tert-butoxycarbonyl)-O-tert-butyl-L-serine N-Boc-O-tert-butyl-L-serine N-(tert-butoxycarbonyl)-O-tert-but

Molecular Formula: C12H23NO5

Molecular Weight: 261.31

MDL Number: MFCD00079666

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

N-Boc-O-t-butyl-L-serine is a protected derivative of the natural amino acid L-serine. It features two orthogonal protecting groups: the acid-labile tert-butoxycarbonyl (Boc) group on the amine and the acid-labile tert-butyl (t-Bu) group on the hydroxyl side chain. This specific protection scheme makes it a crucial building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. Its primary application is as a key intermediate in the synthesis of complex peptides and peptidomimetics. The Boc group can be selectively removed under mild acidic conditions (e.g., with trifluoroacetic acid) without affecting the O-t-butyl ether, allowing for sequential and controlled chain elongation. This compound is particularly valuable for introducing serine residues into peptide sequences where the side-chain hydroxyl needs to be temporarily protected from undesired reactions during synthesis, and later deprotected or further functionalized.

Physical Properties

Storage: Store at 0°C