(S)-(+)-2-PHENYL-N-(TRIFLUOROACETYL)-GLY CINE METHYL ESTER, 97

Base Information

• Chemical Name: (S)-(+)-2-PHENYL-N-(TRIFLUOROACETYL)-GLY CINE METHYL ESTER, 97
• CAS No.: 145513-97-9
• Molecular Formula: C11H10 F3 N O3
• Molecular Weight: 261.201
• Hs Code.: 2924299090
• Mol file: 145513-97-9.mol

Synonyms:Benzeneaceticacid, a-[(trifluoroacetyl)amino]-,methyl ester, (S)-; Benzeneacetic acid, a-[(trifluoroacetyl)amino]-, methyl ester, (aS)- (9CI); (aS)-a-[(Trifluoroacetyl)amino]benzeneacetic acid methylester; N-Trifluoroacetyl-L-phenylglycine methyl ester

Chemical Property of (S)-(+)-2-PHENYL-N-(TRIFLUOROACETYL)-GLY CINE METHYL ESTER, 97

Chemical Property:

• Vapor Pressure: 0.000289mmHg at 25°C
• Melting Point: 79-80 °C(lit.)
• Refractive Index: 1.472
• Boiling Point: 321.9°Cat760mmHg
• Flash Point: 148.5°C
• PSA: 58.89000
• Density: 1.317g/cm³
• LogP: 2.41950

Purity/Quality:

97% ^*data from raw suppliers

(S)-(+)-2-PHENYL-N-(TRIFLUOROACETYL)GLYCINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(+)-2-PHENYL-N-(TRIFLUOROACETYL)-GLY CINE METHYL ESTER, 97

There total 6 articles about (S)-(+)-2-PHENYL-N-(TRIFLUOROACETYL)-GLY CINE METHYL ESTER, 97 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%

L-2-phenylglycine methyl ester hydrochloride (15028-39-4,13226-98-7) + trifluoroacetic anhydride (407-25-0) → (S)-(+)-2-phenyl-N-(trifluoroacetyl)glycine methyl ester (145513-97-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 - 20 ℃; for 16h;

Reference yield: 70.0%

methyl N-trifluoroacetyl-2-bromo-phenylglycinate (593248-54-5) → (S)-(+)-2-phenyl-N-(trifluoroacetyl)glycine methyl ester (145513-97-9) + methyl (R)-N-trifluoroacetyl-D-phenylglycinate

Guidance literature:

With tris[(1S,2S,5S)-myrtanyl dimethyl]silane; tetrabutyl ammonium fluoride; bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum; In toluene; at -30 ℃; Product distribution / selectivity;

Reference yield: 67.0%

methyl (S)-2-amino-2-phenylacetate hydrochloride (13226-98-7) + trifluoroacetic acid (76-05-1) → (S)-(+)-2-phenyl-N-(trifluoroacetyl)glycine methyl ester (145513-97-9)

Guidance literature:

methyl (S)-2-amino-2-phenylacetate hydrochloride; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c9cc04111g

upstream raw materials:

(S)-Phenylglycine methyl ester

trifluoroacetic anhydride

methyl N-trifluoroacetyl-2-bromo-phenylglycinate

(S)-2-phenylglycine

Downstream raw materials:

(S)-phenyl-(2,2,2-trifluoro-acetyl-amino)-acetic acid benzyl ester

C₂₅H₃₀N₂O₂

bis((S)-5,5-dimethyl-4-phenyl-4,5-dihydrooxazol-2-yl)methane

(1S)-1-amino-2-methyl-1-phenylpropan-2-ol

Refernces

• 1、 Czerwiński, Pawe? J.,Furman, Bart?omiej. "Overcoming inaccessibility of fluorinated imines-synthesis of functionalized amines from readily available fluoroacetamides". supporting information. p. 9436 - 9439. Retrieved 2019/08/15.
• 2、 -. "CHIRAL ORGANOSILICON HYDRIDES". Page 28. . Retrieved 2010/11/30.