1H-Imidazole-1-carboxylic acid, 4,5-dihydro-4-[[(phenylmethyl)(trifluoroacetyl)amino]methyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-4-[[(phenylmethyl)(trifluoroacetyl)amino]methyl]-, 1,1-dimethylethyl ester
• CAS No.: 652128-74-0
• Molecular Formula: C18H22F3N3O3
• Molecular Weight: 385.386
• Mol file: 652128-74-0.mol

Synonyms:

Chemical Property of 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-4-[[(phenylmethyl)(trifluoroacetyl)amino]methyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-4-[[(phenylmethyl)(trifluoroacetyl)amino]methyl]-, 1,1-dimethylethyl ester

There total 2 articles about 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-4-[[(phenylmethyl)(trifluoroacetyl)amino]methyl]-, 1,1-dimethylethyl 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: 75.0%

N-benzyl-2,2,2-trifluoroacetamide (7387-69-1) + 5-(hydroxymethyl)-3-(t-butyloxycarbonyl)imidazoline (652128-56-8) → 4-{[Benzyl-(2,2,2-trifluoro-acetyl)-amino]-methyl}-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester (652128-74-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2003.10.044

Reference yield:

3-(t-butyloxycarbonyl)-5-(methoxycarbonyl)imidazoline (652128-55-7) → 4-{[Benzyl-(2,2,2-trifluoro-acetyl)-amino]-methyl}-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester (652128-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / NaBH₄ / propan-2-ol

2: 75 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; isopropyl alcohol; 2: Mitsunobu reaction;

DOI:10.1016/j.tetlet.2003.10.044

Reference yield:

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) + 4-{[Benzyl-(2,2,2-trifluoro-acetyl)-amino]-methyl}-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester (652128-74-0) → N-benzyl-N-(4,5-dihydro-1H-imidazol-4-ylmethyl)-2,2,2-trifluoro-acetamide; compound with but-2-enedioic acid

Guidance literature:

4-{[Benzyl-(2,2,2-trifluoro-acetyl)-amino]-methyl}-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester; With trimethylsilyl iodide; In methanol; dichloromethane; at 20 ℃; for 6h;

(2E)-but-2-enedioic acid; In diethyl ether;

DOI:10.1016/j.tetlet.2003.10.044

upstream raw materials:

N-benzyl-2,2,2-trifluoroacetamide

5-(hydroxymethyl)-3-(t-butyloxycarbonyl)imidazoline

3-(t-butyloxycarbonyl)-5-(methoxycarbonyl)imidazoline