N-TFA-L-TRYPTOPHAN METHYL ESTER

Base Information

• Chemical Name: N-TFA-L-TRYPTOPHAN METHYL ESTER
• CAS No.: 1604-49-5
• Molecular Formula: C14H13 F3 N2 O3
• Molecular Weight: 314.2598296
• Hs Code.: 2933990090
• Mol file: 1604-49-5.mol

Synonyms:L-Tryptophan,N-(trifluoroacetyl)-, methyl ester (9CI); Tryptophan, N-(trifluoroacetyl)-,methyl ester (6CI,7CI); Tryptophan, N-(trifluoroacetyl)-, methyl ester, L-(8CI)

Chemical Property of N-TFA-L-TRYPTOPHAN METHYL ESTER

Chemical Property:

• Melting Point: 106 °C
• Boiling Point: 461.7±45.0 °C(Predicted)
• PKA: 9.66±0.46(Predicted)
• PSA: 74.68000
• Density: 1.385±0.06 g/cm3(Predicted)
• LogP: 2.77080

Purity/Quality:

98%min ^*data from raw suppliers

N-(2,2,2-Trifluoroacetyl)-L-tryptophanMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(2,2,2-Trifluoroacetyl)-L-tryptophan Methyl Ester is an intermediate in the synthesis of tryptophan-containing peptides.

Technology Process of N-TFA-L-TRYPTOPHAN METHYL ESTER

There total 10 articles about N-TFA-L-TRYPTOPHAN METHYL ESTER 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: 100.0%

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) + trifluoroacetic anhydride (407-25-0) → methyl (2S)-3-(1H-indol-3-yl)-2-(trifluoroacetamido)propanoate (1604-49-5)

Guidance literature:

With triethylamine;

DOI:10.1055/s-0036-1588355

Reference yield: 98.0%

ethyl trifluoroacetate, (383-63-1) + L-tryptophan methyl ester (4299-70-1) → methyl (2S)-3-(1H-indol-3-yl)-2-(trifluoroacetamido)propanoate (1604-49-5)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tet.2019.02.054

Reference yield: 90.0%

ethyl trifluoroacetate, (383-63-1) + (S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → methyl (2S)-3-(1H-indol-3-yl)-2-(trifluoroacetamido)propanoate (1604-49-5)

Guidance literature:

(S)-tryptophan methyl ester hydrochloride; With triethylamine; In methanol; for 0.0833333h;

ethyl trifluoroacetate,; In methanol; at 20 ℃; for 16h;

DOI:10.1039/c5ob01174d

upstream raw materials:

ethyl trifluoroacetate,

(S)-tryptophan methyl ester hydrochloride

trifluoroacetic anhydride

L-tryptophan methyl ester

Downstream raw materials:

(2S)-2-amino-3-(1-tert-butoxycarbonylindol-3-yl)propanoic acid

3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

2-Amino-3-(2-bromo-1H-indol-3-yl)-propionic acid

2-Chlorotryptophan