Despropionyl Remifentanil

Base Information

• Chemical Name: Despropionyl Remifentanil
• CAS No.: 938184-95-3
• Molecular Formula: C₁₇H₂₄N₂O₄
• Molecular Weight: 320.389
• DSSTox Substance ID: DTXSID901036855

Synonyms:Despropionyl Remifentanil;SCHEMBL3305143;DTXSID901036855;DB-142962;Methyl 3-(4-anilino-4-carbomethoxy-piperidino)propionate

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Chemical Property of Despropionyl Remifentanil

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 320.17360725
• Heavy Atom Count: 23
• Complexity: 399

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CCN1CCC(CC1)(C(=O)OC)NC2=CC=CC=C2

Technology Process of Despropionyl Remifentanil

There total 10 articles about Despropionyl Remifentanil 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%

methanol (67-56-1) + 2,2,2-trifluoro-N-phenylacetamide (404-24-0) + C10H15BrClNO3 → methyl 3-(4-N-aminophenyl-4-carbomethoxy-piperidino)propionate (938184-95-3)

Guidance literature:

2,2,2-trifluoro-N-phenylacetamide; With trifluoroacetic acid; In acetonitrile; at 0 ℃;

methanol; C₁₀H₁₅BrClNO₃; In acetonitrile; at -5 - 10 ℃;

Reference yield: 41.2%

methanol (67-56-1) + methyl-3-(4-N-aminophenyl-4-carboxcylic acid-piperidino)proppionate (1031691-16-3) → methyl 3-(4-N-aminophenyl-4-carbomethoxy-piperidino)propionate (938184-95-3)

Guidance literature:

Reflux;

Reference yield:

methanol (67-56-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + trimethyl orthoformate (149-73-5) → methyl 3-(4-N-aminophenyl-4-carbomethoxy-piperidino)propionate (938184-95-3)

Guidance literature:

methanol; N-phenyl-α-(4-piperidino)glycine sodium salt; trimethyl orthoformate; sulfuric acid; for 48h; Heating / reflux;

acrylic acid methyl ester; With sodium methylate; In methanol; at 10 - 40 ℃; for 1h; Product distribution / selectivity;

upstream raw materials:

4-anilino-piperidine-4-carboxylic acid methyl ester

acrylic acid methyl ester

methanol

trimethyl orthoformate

Downstream raw materials:

remifentanil

remifnetanil hydrochloride