Fmoc-L-Dap(Ns)-OH

Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-beta-nosyl-L-2,3-diaminopropionic acid // Synonyms: Fmoc-Dapa(Ns)-OH, Fmoc-Dpr(Ns)-OH, Fmoc-Dap(Ns), Fmoc-Dap(Ns)-OH, Fmoc-Dap(Nosyl), (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(2-nitrobenzenesulfonamido)propanoic acid, N-alpha-Fmoc-N-beta-Ns-L-2,3-diaminopropionic acid

  • Product code:FAA7310
  • CAS No.:867213-27-2
  • Formula:C24H21N3O8S
  • Molecular weight:511,50 g/mol
  • Purity :> 98%
  • Enantiomeric Purity:> 99,7%
Grouped product items
Qty Packing unit Price SKU
500 mg
$108.00
FAA7310.0500
1 g
$135.00
FAA7310.1000
5 g
$472.50
FAA7310.5000
25 g
$1,890.00
FAA7310.9025
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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