Tryptophan, N-benzoyl-

Base Information

• Chemical Name: Tryptophan, N-benzoyl-
• CAS No.: 2901-79-3
• Molecular Formula: C18H16N2O3
• Molecular Weight: 308.337
• Mol file: 2901-79-3.mol

Synonyms:N-benzoyl-D,L-tryptophane;L-Nα-benzoyltryptophane;N-benzoyl-L-tryptophane;N-α-benzoyl-L-tryptophan;Bz-L-tryptophan;

Chemical Property of Tryptophan, N-benzoyl-

Chemical Property:

• Refractive Index: 1.5700 (estimate)
• Boiling Point: 448.73°C (rough estimate)
• PSA: 82.19000
• Density: 1.2510 (rough estimate)
• LogP: 2.98450

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tryptophan, N-benzoyl-

There total 23 articles about Tryptophan, N-benzoyl- 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%

benzoyl chloride (98-88-4) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → N-benzoyl-L-tryptophane (2901-79-3,4302-66-3,55629-71-5)

Guidance literature:

L-Tryptophan; With sodium hydroxide; In water; Cooling with ice;

benzoyl chloride; In water; at 20 ℃; Cooling with ice;

DOI:10.1039/d0md00097c

Reference yield: 88.0%

N-benzoyl-L-tryptophan methyl ester (2717-75-1) → N-benzoyl-L-tryptophane (2901-79-3,4302-66-3,55629-71-5)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 4h;

DOI:10.1111/cbdd.13156

Reference yield:

2-(benzoylamino)-3-(indol-3-yl)propanoic acid (2901-79-3) → D-Nα-benzoyltryptophane (55629-71-5) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) + N-benzoyl-L-tryptophane (2901-79-3,4302-66-3,55629-71-5)

Guidance literature:

With D-glucose; corn steep liquor; fungus Beauveria bassiana ATCC 7159; In ethanol; water; for 72h; Title compound not separated from byproducts; Enzymatic reaction;

DOI:10.1007/s007060070095

upstream raw materials:

benzoyl chloride

L-Tryptophan

4-(1H-indol-3-ylmethyl)-2-phenyl-4H-oxazolin-5-one

benzoic acid N-hydroxysuccinimide ester

Downstream raw materials:

N-[1-[5-(4-Chloro-7-trifluoromethyl-quinolin-3-yl)-[1,3,4]oxadiazol-2-yl]-2-(1H-indol-3-yl)-ethyl]-benzamide

N-benzoyltryptamine

4-(1H-indol-3-ylmethyl)-2-phenyl-4H-oxazolin-5-one

D-N^α-benzoyltryptophane

Refernces

• 1、 Batista, Pedro Henrique Jatai,Bonatto, Vinicius,Cedron, Rodrigo,Cianni, Lorenzo,De Vita, Daniela,Franco, Caio Haddad,Montanari, Carlos A.,Moraes, Carolina Borsoi,Silva, Daniel G.,Tezuka, Daiane Y.,De Albuquerque, Sérgio,Lameira, Jer?nimo,Leit?o, Andrei. "On the intrinsic reactivity of highly potent trypanocidal cruzain inhibitors". supporting information. p. 1275 - 1284. Retrieved 2020/12/01.
• 2、 Zhang, Ting-Jian,Li, Song-Ye,Yuan, Wei-Yan,Zhang, Yi,Meng, Fan-Hao. "Design, synthesis, and molecular docking studies of N-(9,10-anthraquinone-2-carbonyl)amino acid derivatives as xanthine oxidase inhibitors". . p. 893 - 901. Retrieved 2018/03/21.