7-phenyl-L-tryptophan

Base Information

• Chemical Name: 7-phenyl-L-tryptophan
• CAS No.: 1079926-41-2
• Molecular Formula: C₁₇H₁₆N₂O₂
• Molecular Weight: 280.326
• Mol file: 1079926-41-2.mol

Synonyms:7-phenyl-L-tryptophan

Chemical Property of 7-phenyl-L-tryptophan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 7-phenyl-L-tryptophan

There total 4 articles about 7-phenyl-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: 88.0%

7-bromo-L-tryptophan hydrochloride + phenylboronic acid (98-80-6) → 7-phenyl-L-tryptophan (1079926-41-2)

Guidance literature:

With sodium tetrachloropalladate(II); potassium carbonate; tris(4,6-dimethyl-3-sulfonatophenyl)phosphine trisodium salt hydrate; In water; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1039/b807512c

Reference yield: 85.0%

7-chloro-L-tryptophan (153-97-9,73945-46-7,75102-74-8) + phenylboronic acid (98-80-6) → 7-phenyl-L-tryptophan (1079926-41-2)

Guidance literature:

With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; sodium tetrachloropalladate(II); potassium carbonate; In water; acetonitrile; at 20 - 80 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/ja1060406

Reference yield: 44.0%

(S)-7-bromo-tryptophan (75816-19-2) + phenylboronic acid (98-80-6) → 7-phenyl-L-tryptophan (1079926-41-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In water; isopropyl alcohol; at 80 ℃; for 4h; Sealed tube;

DOI:10.1002/cctc.201500190

upstream raw materials:

phenylboronic acid

7-chloro-L-tryptophan

(S)-7-bromo-tryptophan

L-Tryptophan

Refernces

• 1、 Frese, Marcel,Schnepel, Christian,Minges, Hannah,Vo?, Hauke,Feiner, Rebecca,Sewald, Norbert. "Modular Combination of Enzymatic Halogenation of Tryptophan with Suzuki-Miyaura Cross-Coupling Reactions". . p. 1799 - 1803. Retrieved 2016/06/01.
• 2、 Roy, Abhijeet Deb,Goss, Rebecca J. M.,Wagner, Gerd K.,Winn, Michael. "Development of fluorescent aryltryptophans by Pd mediated cross-coupling of unprotected halotryptophans in water". supporting information; experimental part. p. 4831 - 4833. Retrieved 2009/03/12.