FMoc-5-fluoro-L-tryptophan

Base Information

• Chemical Name: FMoc-5-fluoro-L-tryptophan
• CAS No.: 908846-88-8
• Molecular Formula: C26H21FN2O4
• Molecular Weight: 444.462
• Mol file: 908846-88-8.mol

Synonyms:FMoc-5-fluoro-L-tryptophan;(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(5-fluoro-1H-indol-3-yl)propanoic acid;N-FMoc-5-fluoro-L-tryptophan;Fmoc-Trp(5-F)-OH

Chemical Property of FMoc-5-fluoro-L-tryptophan

Chemical Property:

• Melting Point: 139-143 °C
• Boiling Point: 713.9±60.0 °C(Predicted)
• PKA: 3.71±0.10(Predicted)
• PSA: 94.91000
• Density: 1.388±0.06 g/cm3(Predicted)
• LogP: 5.04580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.3% ^*data from raw suppliers

N-Fmoc-5-fluoro-L-tryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Fmoc-5-fluoro-L-tryptophan is a protected form of 5-fluoro-L-tryptophan, a compound that selectively binds to human serum albumin (HSA), the most abundant protein in the circulatory system. 5-Fluoro-L-tryptophan is also a derivative of L-Tryptophan is an amino acid that is a metabolic precursor of Norepinephrine (N674500) and Serotonin (S274980).

Technology Process of FMoc-5-fluoro-L-tryptophan

There total 3 articles about FMoc-5-fluoro-L-tryptophan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) + 5-fluoro-L-tryptophan (16626-02-1,343-91-9,97749-24-1) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1H-indol-3-yl)-propanoic acid (908846-88-8)

Guidance literature:

With sodium hydrogencarbonate; In acetone; at 20 ℃;

DOI:10.1016/j.tetlet.2008.02.120

Reference yield: 71.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 5-fluoro-L-tryptophan (16626-02-1,343-91-9,97749-24-1) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1H-indol-3-yl)-propanoic acid (908846-88-8)

Guidance literature:

With sodium hydrogencarbonate; In acetone; at 0 - 20 ℃; for 5.5h;

DOI:10.1039/c4cc10304a

Reference yield: 39.0%

5-fluoro-L-tryptophan hydrochloride + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-fluoro-1H-indol-3-yl)-propanoic acid (908846-88-8)

Guidance literature:

With sodium carbonate; In water; acetone; pH=8;

DOI:10.1021/acs.jmedchem.0c01620

upstream raw materials:

9-fluorenylmethyl N-succinimidyl carbonate

5-fluoro-L-tryptophan

(fluorenylmethoxy)carbonyl chloride

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

(S)-2-((tert-butoxycarbonyl)amino)-3-(5-fluoro-1H-indol-3-yl)propanoic acid

5-fluoro-L-tryptophan