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Fmoc-D-Dap(Ns)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-beta-nosyl-D-2,3-diaminopropionic acid // Synonyms: Fmoc-D-Dapa(Ns)-OH, Fmoc-D-Dpr(Ns)-OH, Fmoc-D-Dap(Ns), Fmoc-D-Dap(Ns)-OH, Fmoc-D-Dap(Nosyl),(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(2-nitrobenzenesulfonamido)propanoic acid, N-alpha-Fm oc-N-beta-Ns-D-2,3-diaminopropionic acid
- Product code:FAA7650
- CAS No.:487027-90-7
- Formula:C24H21N3O8S
- Storage temperature:2-8°C
- Molecular weight:511.5 g/mol
- Purity :min. 98%
- Enantiomeric Purity:min. 99,7%
from $112.50
description
Used as an orthogonally protected Dap building-block in SPPS. The Nosyl-group can be utilized to enable Mitsunobu-reaction or N-alkylations at the side-chain N atom.
references
Solid-Phase Synthesis of Amine-Bridged Cyclic Enkephalin Analogues via On-Resin Cyclization Utilizing the Fukuyama−Mitsunobu Reaction; Yosup Rew, Murray Goodman; J. Org. Chem. 2002; 67(25): 8820-8826. DOI: 10.1021/jo020447l.
Synthetic strategy for side chain mono-N-alkylation of Fmoc-amino acids promoted by molecular sieves. Monfregola L., De Luca S.; Amino Acids 2011; 41(4): 981-990. DOI: 10.1007/s00726-010-0798-6.
New synthetic strategy for o-NBS protected amino acids and their use in synthesis of mono-benzylated peptides; Stefano de Luca, Raffaella Della Moglie, Antonia De Capua, Giancarlo Morelli;
Tetrahedron Lett. 2005; 46(39): 6637-6640. DOI: 10.1016/j.tetlet.2005.07.154.
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