(R)-perfluorophenyl 1-methylpiperidine-2-carboxylate

Base Information

• Chemical Name: (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate
• CAS No.: 921928-01-0
• Molecular Formula: C13H12F5NO2
• Molecular Weight: 309.236
• DSSTox Substance ID: DTXSID401168489

Synonyms:SCHEMBL8538856;PPZPGCGJGUJMEM-ZCFIWIBFSA-N;DTXSID401168489;(R)-perfluorophenyl 1-methylpiperidine-2-carboxylate;Perfluorophenyl (R)-1-methylpiperidine-2-carboxylate;2,3,4,5,6-Pentafluorophenyl (2R)-1-methyl-2-piperidinecarboxylate;921928-01-0

Chemical Property of (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 309.07881944
• Heavy Atom Count: 21
• Complexity: 370

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCCC1C(=O)OC2=C(C(=C(C(=C2F)F)F)F)F
• Isomeric SMILES: CN1CCCC[C@@H]1C(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

Technology Process of (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate

There total 3 articles about (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate 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:

2,3,4,5,6-pentafluorophenol (771-61-9) + (R)-1-methylpiperidine-2-carboxylic acid (41447-17-0) → (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate (921928-01-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; for 21h;

DOI:10.1021/ja067177z

Reference yield:

(R)-(+)-pipecolic acid (1723-00-8,83680-83-5) → (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate (921928-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / H₂ / Pd/C / H₂O; methanol / 42 h

2: DCC / ethyl acetate / 21 h / 20 °C

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; ethyl acetate;

DOI:10.1021/ja067177z

Reference yield:

2,3,4,5,6-pentafluorophenol (771-61-9) + 1-methylpiperidine-2-carboxylic acid (7730-87-2,35677-86-2,41447-17-0,41447-18-1) → (R)-perfluorophenyl 1-methylpiperidine-2-carboxylate (921928-01-0)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1-methyl-pyrrolidin-2-one;

upstream raw materials:

2,3,4,5,6-pentafluorophenol

(R)-1-methylpiperidine-2-carboxylic acid

(R)-(+)-pipecolic acid

1-methylpiperidine-2-carboxylic acid

Downstream raw materials:

C₃₅H₅₁N₅O₆S

C₄₂H₅₉N₅O₆S

C₄₂H₅₉N₅O₆S

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