N-Fmoc-N-methyl-O-benzyl-L-serine

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Cat Number

INT84000146

CAS Number

84000-14-6

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Product Detail Description Customer Q&A

CAS Number

84000-14-6

Storage

2-8℃

Synonyms

N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-ALPHA-METHYL-O-BENZYL-L-SERINE

Molecular Formula

C26H25NO5

Molecular Weight

431.48

Smiles

CN([C@@H](COCC1=CC=CC=C1)C(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Appearance

White to off-white solid

Boiling Point

618.9℃

pKa

3.43

General Description

N-Fmoc-N-methyl-O-benzyl-L-serine is a highly protected serine derivative featuring both N-methylation and benzyl ether protection on the side-chain hydroxyl group.

Mechanism of Action

It provides dual protection for peptide synthesis. The N-methyl group modifies the backbone, while the benzyl group (OBzl) is an orthogonal protector that remains stable during Fmoc deprotection steps but can be removed by hydrogenation.

Application

It is a valuable tool for the synthesis of modified serine-containing peptides, specifically those requiring late-stage side-chain modification or high structural rigidity.