methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate

Base Information

• Chemical Name: methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate
• CAS No.: 297144-74-2
• Molecular Formula: C₁₂H₁₂F₃NO₅
• Molecular Weight: 307.226
• Mol file: 297144-74-2.mol

Synonyms:methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate

Chemical Property of methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate

There total 1 articles about methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate 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: 95.0%

(2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoic acid (297144-73-1) + methyl iodide (74-88-4) → methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate (297144-74-2)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(00)00957-6

Reference yield: 79.0%

benzaldehyde dimethyl acetal (1125-88-8) + methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate (297144-74-2) → TFA-DOPA(BA)-OMe (1220710-15-5)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 1.5 - 2h; Reflux;

Reference yield:

methyl (2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoate (297144-74-2) → (2S)-3-(2,2-dimethyl-1,3-benzodioxol-5-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid (852288-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / benzene / 1 - 2 h / Reflux

2.1: lithium hydroxide / water; tetrahydrofuran / 2.5 h / Cooling with ice

3.1: water; tetrahydrofuran / 2 h / 0 °C / Cooling with ice

3.2: pH 2 - 3

With lithium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; water; benzene;

upstream raw materials:

(2S)-3-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroacetamido)propanoic acid

methyl iodide

Downstream raw materials:

TFA-DOPA(BA)-OMe

(2S)-3-(2,2-dimethyl-1,3-benzodioxol-5-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid