Ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate, 3-(2-Amino-3-ethoxy-3-oxoprop-1-yl)-5-fluoro-1H-indole

Base Information

• Chemical Name: Ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate, 3-(2-Amino-3-ethoxy-3-oxoprop-1-yl)-5-fluoro-1H-indole
• CAS No.: 154170-01-1
• Molecular Formula: C₁₃H₁₅FN₂O₂
• Molecular Weight: 250.273
• Hs Code.: 2933998090
• Mol file: 154170-01-1.mol

Synonyms:

Chemical Property of Ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate, 3-(2-Amino-3-ethoxy-3-oxoprop-1-yl)-5-fluoro-1H-indole

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoro-DL-tryptophan ethyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate, 3-(2-Amino-3-ethoxy-3-oxoprop-1-yl)-5-fluoro-1H-indole

There total 10 articles about Ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate, 3-(2-Amino-3-ethoxy-3-oxoprop-1-yl)-5-fluoro-1H-indole 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: 83.0%

ethyl 2-((diphenylmethylene)amino)-3-(5-fluoro-1H-indol-3-yl)propanoate → ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate (154170-01-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1074/jbc.M116.741561

Reference yield: 82.0%

(2R,5S)-3,6-diethoxy-2-isopropyl-5-[5-fluoro-2-(trimethylsilyl)-3-indolyl]methyl-2,5-dihydropyrazine (220906-05-8) → 5-fluoro-L-tryptophan ethyl ester (261177-58-6,154170-01-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/jo001679s

Reference yield: 28.0%

2-tert-Butoxycarbonylamino-3-[2-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-3-yl]-propionic acid ethyl ester (154048-83-6) → ethyl 2-amino-3-(5-fluoro-1H-indol-3-yl)propanoate (154170-01-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/0040-4039(93)85073-6

upstream raw materials:

2-tert-Butoxycarbonylamino-3-[2-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-3-yl]-propionic acid ethyl ester

2-tert-Butoxycarbonylamino-5-(tert-butyl-dimethyl-silanyl)-pent-4-ynoic acid ethyl ester

3-dimethylaminomethyl-5-fluoroindole

5-fluoro-1H-indole

Downstream raw materials:

5-fluoro-L-tryptophan

Refernces

• 1、 Füller, Janis J.,R?pke, René,Krausze, Joern,Rennhack, Kim E.,Daniel, Nils P.,Blankenfeldt, Wulf,Schulz, Stefan,Jahn, Dieter,Moser, Jürgen. "Biosynthesis of violacein, structure and function of L-tryptophan oxidase VioA from chromobacterium violaceum". . p. 20068 - 20084. Retrieved 2016/11/05.
• 2、 Ma, Chunrong,Liu, Xiaoxiang,Yu, Shu,Zhao, Shuo,Cook, James M.. "Concise synthesis of optically active ring-A substituted tryptophans". . p. 657 - 660. Retrieved 2007/10/03.