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Fmoc-L-Ser(Msbh)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-(4,4'-dimethylsulfinylbenzhydryl)-L-serine // Synonyms: N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(bis(4-(methylsulfinyl)phenyl)methyl)-L-serine, Fmoc-Ser(Msbh)-OH, Safety-Catch L-Serine
- Product code:FAA8835
- CAS No.:2919325-46-3
- Formula:C33H31NO7S2
- Storage temperature:2-8°C
- Molecular weight:617.73 g/mol
from $468.75
description
A Fmoc protected L-Cysteine for SPSS, with an MsbH protected thiol group. The MsbH protecting group is removed by reduction of the sulfoxides, followed by acidolysis with TFA.
references
The p-(methylsulfinyl)benzyl group: a trifluoroacetic acid (TFA)-stable carboxyl-protecting group readily convertible to a TFA-labile group; J. M. Samanen, E. Brandeis; J. Org. Chem. 1988; 53(3): 561-569. https://doi.org/10.1021/jo00238a016
Solid-Phase Synthesis Using a Four-Dimensional (Safety-Catch) Protecting Group Scheme; F. Albericio, S. Noki, E. Brasil, H. Zhang, T. Bruckdorfer, B. G. de la Torre; J. Org. Chem. 2022; 87: 9443-9453. https://doi.org/10.1021/acs.joc.2c01056
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