N-[4-[(Trifluoroacetyl)aMino]benzoyl]-L-glutaMic Acid DiMethyl Ester

Base Information

• Chemical Name: N-[4-[(Trifluoroacetyl)aMino]benzoyl]-L-glutaMic Acid DiMethyl Ester
• CAS No.: 233600-78-7
• Molecular Formula: C₁₆H₁₇F₃N₂O₆
• Molecular Weight: 390.316
• Mol file: 233600-78-7.mol

Synonyms:dimethyl p-trifluoroacetamidobenzoyl-L-glutamate

Chemical Property of N-[4-[(Trifluoroacetyl)aMino]benzoyl]-L-glutaMic Acid DiMethyl Ester

Chemical Property:

• Boiling Point: 536.3±50.0 °C(Predicted)
• PKA: 9.52±0.70(Predicted)
• Density: 1.366±0.06 g/cm3(Predicted)
• Solubility.: Methanol

Purity/Quality:

N-[4-[(Trifluoroacetyl)amino]benzoyl]-L-glutamicAcidDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[4-[(Trifluoroacetyl)amino]benzoyl]-L-glutamic Acid Dimethyl Ester is an intermediate in the synthesis of Folic Acid (F680300), an vitamin needed to synthesize DNA, conduct DNA repair and methylate DNA by acting as a cofactor in biological reactions involving folate.

Technology Process of N-[4-[(Trifluoroacetyl)aMino]benzoyl]-L-glutaMic Acid DiMethyl Ester

There total 4 articles about N-[4-[(Trifluoroacetyl)aMino]benzoyl]-L-glutaMic Acid DiMethyl 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: 70.0%

4-(trifluoroacetamido)benzoic acid (404-26-2) + L-glutamic dimethyl ester hydrochloride (23150-65-4) → dimethyl p-trifluoroacetamidobenzoyl-L-glutamate (233600-78-7)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; at -5 ℃; for 48h;

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → dimethyl p-trifluoroacetamidobenzoyl-L-glutamate (233600-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / SOCl₂ / 18 h / Ambient temperature

2: 70 percent / HOBt, DCC, DIEA / tetrahydrofuran / 48 h / -5 °C

With thionyl chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;

Reference yield:

2,2,2-trifluoro-N-(4-iodophenyl)acetamide (126063-08-9) → dimethyl p-trifluoroacetamidobenzoyl-L-glutamate (233600-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) ether, hexane, -78 deg C, 2 h, 2.) ether, hexane, -78 deg C to r.t.

2: 70 percent / HOBt, DCC, DIEA / tetrahydrofuran / 48 h / -5 °C

With n-butyllithium; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;

upstream raw materials:

4-(trifluoroacetamido)benzoic acid

L-glutamic dimethyl ester hydrochloride

L-glutamic acid

2,2,2-trifluoro-N-(4-iodophenyl)acetamide

Downstream raw materials:

N⁽²⁾-acetylfolic acid

folic acid

N-(4-aminobenzoyl)-L-glutamic acid