L-Fmoc-4-fluorophenylalanine

• CAS: 169243-86-1
• Catalog Number: ACM169243861
• Category: Amino Acids
• Molecular Weight: 405.42
• Molecular Formula: C24H20FNO4
• Description: Standard building block for introduction of 4-fluorophenylalanine residues by Fmoc SPPS.
• Synonyms: Fmoc-Phe(4-F)-OH, N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-fluoro-L-phenylalanine, Fmoc-4-fluoro-L-phenylalanine
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(F)cc1)NC(=O)OCC2c3ccccc3-c4ccccc24
• InChI: 1S/C24H20FNO4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m0/s1
• InChI Key: IXUMACXMEZBPJG-QFIPXVFZSA-N
• Application: Phenylalanine derivative was introduced in collaboration with Yu and coworkers in reflection to a methodology reported in C-H Activation.
• Assay: ≥96.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• Beilstein: 8287377
• Color: white
• Form: solid
• Functional Group: Fmoc
• MDL Number: MFCD00191197
• PubChem ID: 329768632
• Quality Level: 100
• Reaction Suitability: reaction type: Fmoc solid-phase peptide synthesis
• Storage Temperature: 2-8℃
• Type: Unusual Amino Acids, Analogs of Phenylalanine and Tyrosine

Synthetic Use

Upstream Synthesis Route 1

• 1667754-90-6

• 169243-86-1

Reference: [1]Chen, Gang; Shigenari, Toshihiko; Jain, Pankaj; Zhang, Zhipeng; Jin, Zhong; He, Jian; Li, Suhua; Mapelli, Claudio; Miller, Michael M.; Poss, Michael A.; Scola, Paul M.; Yeung, Kap-Sun; Yu, Jin-Quan
[Journal of the American Chemical Society, 2015, vol. 137, # 9, p. 3338 - 3351]
[2]Current Patent Assignee: SCRIPPS RESEARCH - WO2015/131100, 2015, A1
Location in patent: Page/Page column 236; 238; 239