O-tert-Butyl-L-serine methyl ester hydrochloride, CAS No. 17114-97-5

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17114-97-5

Catalog No. EBD39296

CAS 17114-97-5

Name O-tert-Butyl-L-serine methyl ester hydrochloride

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Basic Information

Synonyms: O-tert-Butyl-L-serinemethylesterhydrochloride H-Ser(tBu)-OMe.HCl H-Ser(But)-OMe*HCl L-(O-tert-Bu)-Ser-OMeHCl (2S)-3-tert-butoxy-1-methoxy-1-oxopropan-2-aminiumchloride methylO-tert-butyl-D-serinatehydrochloride(1:1) H-Ser(tBu)-OMe·HCl

Molecular Formula: C8H18ClNO3

Molecular Weight: 211.69

MDL Number: MFCD00077108

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

O-tert-Butyl-L-serine methyl ester hydrochloride is a chiral amino acid derivative. It features a tert-butyl ether-protected serine side chain and a methyl ester-protected carboxylic acid group, with the hydrochloride salt form enhancing its stability and handling properties. The compound is a white to off-white crystalline powder. This protected serine derivative is a crucial chiral building block in pharmaceutical synthesis. Its primary application is in the preparation of peptides and peptidomimetics, particularly for the synthesis of complex drug candidates where the serine hydroxyl group needs to be selectively unmasked or where the tert-butyloxy (OtBu) protecting group is required. It serves as a key intermediate in the research and development of various bioactive molecules. As a versatile synthon, it is widely used in solid-phase peptide synthesis (SPPS) and solution-phase chemistry. The presence of both amine and protected functional groups makes it a valuable starting material for constructing more complex molecular architectures in medicinal chemistry.

Physical Properties

Boiling Point: 240.2 °C at 760 mmHg

Flash Point: 80.3 °C

Refractivity: 7.5 ° (C=1, DMF)

Storage: Store at 0-5°C