FMOC-ALLO-THR(TBU)-OH

Inquiry

Cat Number

INT201481370

CAS Number

201481-37-0

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Product Detail Description Customer Q&A

CAS Number

201481-37-0

Storage

2-8℃

Synonyms

N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-L-ALLO-THREONINE;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TERT-BUTYL-ALLO-L-THREONINE;FMOC-L-ALLO-THR(TBU)-OH;O-(tert-Butyl)-N-Fmoc-L-allothreonine

Molecular Formula

C23H27NO5

Molecular Weight

397.46

Smiles

C(O)(=O)[C@H]([C@@H](OC(C)(C)C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

Appearance

White solid

Boiling Point

581.7℃

pKa

3.42

General Description

FMOC-ALLO-THR(TBU)-OH is a fully protected L-allo-threonine derivative. It features Fmoc protection on the amine and a tert-butyl ether on the side-chain hydroxyl, making it suitable for standard SPPS.

Mechanism of Action

It operates as a side-chain protected diastereomer monomer. The tBu group effectively masks the hydroxyl group during peptide coupling, while the allo-configuration provides a specific spatial arrangement different from natural threonine, influencing peptide folding.

Application

It is extensively used in the total synthesis of complex natural products and in the development of non-natural peptide libraries for biological screening.