Remifentanil Acid (trifluoroacetate salt)

Base Information

• Chemical Name: Remifentanil Acid (trifluoroacetate salt)
• CAS No.: 132875-69-5
• Molecular Formula: C₂HF₃O₂*C₁₉H₂₆N₂O₅
• Molecular Weight: 476.45
• DSSTox Substance ID: DTXSID901037396

Synonyms:Remifentanil Acid (trifluoroacetate salt);132875-69-5;3-[4-methoxycarbonyl-4-(N-propanoylanilino)piperidin-1-yl]propanoic acid;2,2,2-trifluoroacetic acid;DTXSID901037396;Remifentanil Acid trifluoroacetate salt;PD057617

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Chemical Property of Remifentanil Acid (trifluoroacetate salt)

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 8
• Exact Mass: 476.17703569
• Heavy Atom Count: 33
• Complexity: 592

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC(=O)O)C(=O)OC.C(=O)(C(F)(F)F)O

Technology Process of Remifentanil Acid (trifluoroacetate salt)

There total 10 articles about Remifentanil Acid (trifluoroacetate salt) 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: 85.0%

1-(2-tert-Butoxycarbonyl-ethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester (132876-50-7) + trifluoroacetic acid (76-05-1) → 1-(2-Carboxy-ethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester; compound with trifluoro-acetic acid (132875-69-5)

Guidance literature:

at 20 ℃; for 1.5h;

Reference yield:

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate (72996-78-2) → 1-(2-Carboxy-ethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester; compound with trifluoro-acetic acid (132875-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 24 h / 23 °C

2: 1 h / 23 °C

In acetonitrile;

DOI:10.1021/jm00111a041

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-(2-Carboxy-ethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester; compound with trifluoro-acetic acid (132875-69-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / tetrahydrofuran / 0 - 20 °C

2.1: triethylamine / ethyl acetate / 2 h / Reflux

2.2: 3 h / 70 °C

3.1: hydrogenchloride / dichloromethane / 20 h / 0 - 20 °C

4.1: acetonitrile / 20 h / 20 °C

5.1: 1.5 h / 20 °C

With hydrogenchloride; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;

upstream raw materials:

1-(2-tert-Butoxycarbonyl-ethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester

trifluoroacetic acid

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate

N-tert-butyloxycarbonylpiperidin-4-one