N-TFA-L-PROLINE METHYL ESTER

Base Information

• Chemical Name: N-TFA-L-PROLINE METHYL ESTER
• CAS No.: 715-58-2
• Molecular Formula: C8H10F3NO3
• Molecular Weight: 225.168
• Mol file: 715-58-2.mol

Synonyms:N-TFA-L-PROLINE METHYL ESTER;

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

Chemical Property:

• Boiling Point: 260.6°C (rough estimate)
• PKA: -3.71±0.40(Predicted)
• PSA: 46.61000
• Density: 1.364±0.06 g/cm3(Predicted)
• LogP: 0.65060

Purity/Quality:

95% ^*data from raw suppliers

N-TFA-L-PROLINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 3 articles about N-TFA-L-PROLINE 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:

2,2,2-trifluoro-1-[2-(2-thioxo-oxazolidine-3-carbonyl)-pyrrolidin-1-yl]-ethanone (886207-21-2) + methanol (67-56-1) → 2,2,2-Trifluoro-1-[(R)-2-(2-thioxo-oxazolidine-3-carbonyl)-pyrrolidin-1-yl]-ethanone + N-trifluoroacetyl-(2S)-proline methyl ester (715-58-2) + (R)-1-(2,2,2-Trifluoro-acetyl)-pyrrolidine-2-carboxylic acid methyl ester (344-25-2)

Guidance literature:

With (1R)-1-{2-[(1S)-1-(NMe₂)ethyl]phenyl}-2,2,2-trifluoroethanol; In toluene; at 20 ℃; for 99h;

DOI:10.1021/ja058010t

Reference yield:

methanol (67-56-1) + nyuzenamide B + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-(S)-valine methyl ester (1463-21-4) + N-trifluoroacetyl-(2S)-proline methyl ester (715-58-2) + N-TFA-D-Leu-OMe (81083-98-9) + N-Trifluormethyl-threonin-methylester (88494-53-5) + (R)-N-trifluoroacetylaspartic acid-1-methyl ester (945984-91-8)

Guidance literature:

nyuzenamide B; With hydrogenchloride; In water; at 105 ℃; Inert atmosphere;

methanol; With hydrogenchloride; In water; at 100 ℃; for 0.5h; Inert atmosphere;

trifluoroacetic anhydride; In dichloromethane; at 100 ℃; for 0.0833333h;

DOI:10.1021/acs.orglett.1c00210

Reference yield:

methanol (67-56-1) + nyuzenamide A + trifluoroacetic anhydride (407-25-0) → N-trifluoroacetyl-(S)-valine methyl ester (1463-21-4) + N-trifluoroacetyl-(2S)-proline methyl ester (715-58-2) + N-TFA-D-Leu-OMe (81083-98-9) + N-Trifluormethyl-threonin-methylester (88494-53-5) + (R)-N-trifluoroacetylaspartic acid-1-methyl ester (945984-91-8)

Guidance literature:

nyuzenamide A; With hydrogenchloride; In water; at 105 ℃; Inert atmosphere;

methanol; With hydrogenchloride; In water; at 100 ℃; for 0.5h; Inert atmosphere;

trifluoroacetic anhydride; In dichloromethane; at 100 ℃; for 0.0833333h;

DOI:10.1021/acs.orglett.1c00210

upstream raw materials:

2,2,2-trifluoro-1-[2-(2-thioxo-oxazolidine-3-carbonyl)-pyrrolidin-1-yl]-ethanone

methanol

trifluoroacetic anhydride

Refernces

• 1、 Notte, Gregory T.,Sammakia, Tarek. "Kinetic resolution of protected α-amino acid derivatives by a chiral O-nucleophilic acyl transfer catalyst". . p. 4230 - 4231. Retrieved 2007/10/03.