N-Trifluoroacetyl-L-phenylalanine

Base Information

• Chemical Name: N-Trifluoroacetyl-L-phenylalanine
• CAS No.: 350-09-4
• Molecular Formula: C11H9F3NO3-
• Molecular Weight: 261.201
• Hs Code.: 2924299090
• European Community (EC) Number: 829-056-1
• Nikkaji Number: J785.585K
• Wikidata: Q76145991
• Mol file: 350-09-4.mol

Synonyms:trifluoroacetyl-L-phenylalanine

Chemical Property of N-Trifluoroacetyl-L-phenylalanine

Chemical Property:

• Vapor Pressure: 5.27E-07mmHg at 25°C
• Melting Point: 126-127oC
• Boiling Point: 396.7°Cat760mmHg
• Flash Point: 193.7°C
• PSA: 66.40000
• Density: 1.381g/cm³
• LogP: 1.75170
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 261.06127767
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

98%min ^*data from raw suppliers

N-Trifluoroacetyl-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC(=O)C(F)(F)F
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)C(F)(F)F

Technology Process of N-Trifluoroacetyl-L-phenylalanine

There total 15 articles about N-Trifluoroacetyl-L-phenylalanine 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: 99.0%

ethyl trifluoroacetate, (383-63-1) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-trifluoroacetyl-L-phenylalanine (350-09-4)

Guidance literature:

With triethylamine; In methanol; at 20 ℃;

DOI:10.3987/COM-18-S(T)65

Reference yield: 99.0%

trifluoroacetic acid-methyl ester (431-47-0) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-trifluoroacetyl-L-phenylalanine (350-09-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; 0 deg C and than r.t. overnight;

DOI:10.1021/jo00012a022

Reference yield: 95.0%

trifluoracetyl chloride (354-32-5) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N-trifluoroacetyl-L-phenylalanine (350-09-4)

Guidance literature:

In trifluoroacetic acid;

upstream raw materials:

S-ethyl trifluoroacetate

L-phenylalanine

phenyl trifluoroacetate

trifluoroacetic anhydride

Downstream raw materials:

N-Trifluoroacetyl-L-phenylalanyl-L-methionine 2,2,2-Trichloroethyl Ester

N-trifluoroacetyl-L-phenylalanyl-2-amino-3-(1-oxyl-2,2,6,6-tetramethyl-1,2,5,6-tetrahydropyrid-4-yl) ethyl propionate

(S)-(-)-methyl N-(trifluoroacetyl)phenylalaninate

N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-benzyl-2-oxoethyl]-2,2,2-trifluoroacetamide

Refernces

• 1、 Tachrim, Zetryana Puteri,Oida, Kazuhiro,Ohashi, Fumina,Wakasa, Haruna,Ikemoto, Haruka,Kurokawa, Natsumi,Sakihama, Yasuko,Hashidoko, Yasuyuki,Suzuki, Takeyuki,Hashimoto, Makoto. "TFA-protected α-amino acid N-hydroxysuccinimide ester: Application for inter- And intramolecular acylation". . p. 877 - 893. Retrieved 2019/04/26.
• 2、 -. "PRODUCTION OF N-ACYL COMPOUNDS". Page/Page column 4; 5. . Retrieved 2008/06/13.