1-Piperidinebutanoic acid, 4-(diphenylmethoxy)-

Base Information

• Chemical Name: 1-Piperidinebutanoic acid, 4-(diphenylmethoxy)-
• CAS No.: 133993-23-4
• Molecular Formula: C22H27NO3
• Molecular Weight: 353.461
• DSSTox Substance ID: DTXSID10435122
• Nikkaji Number: J376.041C
• Wikidata: Q82249825
• Mol file: 133993-23-4.mol

Synonyms:1-Piperidinebutanoic acid, 4-(diphenylmethoxy)-;133993-23-4;SCHEMBL14282957;DTXSID10435122;4-[4-(Benzhydryloxy)piperidino]butanoic acid

Chemical Property of 1-Piperidinebutanoic acid, 4-(diphenylmethoxy)-

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 353.19909372
• Heavy Atom Count: 26
• Complexity: 390

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1OC(C2=CC=CC=C2)C3=CC=CC=C3)CCCC(=O)O

Technology Process of 1-Piperidinebutanoic acid, 4-(diphenylmethoxy)-

There total 7 articles about 1-Piperidinebutanoic acid, 4-(diphenylmethoxy)- 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:

ethyl 4-(4-benzhydryloxypiperidino)butanoate (125602-76-8) → 4-(4-Benzhydryloxy-piperidin-1-yl)-butyric acid (133993-23-4)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Heating;

DOI:10.1016/0223-5234(91)90214-8

Reference yield:

4-diphenylmethoxypiperidine (58258-01-8) → 4-(4-Benzhydryloxy-piperidin-1-yl)-butyric acid (133993-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide / 80 °C

2: 2N aq. NaOH / methanol / Heating

With sodium hydroxide; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.2276

Reference yield:

4-HYDROXYPIPERIDINE (5382-16-1) → 4-(4-Benzhydryloxy-piperidin-1-yl)-butyric acid (133993-23-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / K₂CO₃ / H₂O / 20 h / Ambient temperature

2: 1.) NaH / 1.) toluene, reflux, 30 min, 2.) toluene, reflux, 20 h

3: 92 percent / KOH / methanol; H₂O / 72 h / Heating

4: 66 percent / K₂CO₃ / dimethylformamide / 24 h / 100 °C

5: 20percent NaOH / methanol / 2 h / Heating

With potassium hydroxide; sodium hydroxide; sodium hydride; potassium carbonate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90214-8

upstream raw materials:

ethyl 4-(4-benzhydryloxypiperidino)butanoate

diphenylpyraline

4-diphenylmethoxypiperidine

ethyl 4-(diphenylmethoxy)-1-piperidinecarboxylate

Refernces

• 1、 Falch,Krogsgaard-Larsen. "GABA uptake inhibitors. Syntheses and structure-activity studies on GABA analogues containing diarylbutenyl and diarylmethoxyalkyl N-substituents". . p. 69 - 77. Retrieved 2007/10/02.