Benzyl 4-[hydroxy(diphenyl)methyl]piperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 4-[hydroxy(diphenyl)methyl]piperidine-1-carboxylate
• CAS No.: 96067-93-5
• Molecular Formula: C26H27 N O3
• Molecular Weight: 401.505
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30441609
• Wikidata: Q82258433
• Mol file: 96067-93-5.mol

Synonyms:96067-93-5;benzyl 4-[hydroxy(diphenyl)methyl]piperidine-1-carboxylate;4-(HYDROXY-DIPHENYL-METHYL)-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER;DTXSID30441609;EN300-24698828;BENZYL 4-(HYDROXYDIPHENYLMETHYL)PIPERIDINE-1-CARBOXYLATE;4-(hydroxy-diphenylmethyl)piperidine-1-carboxylic acid benzyl ester;4-(HYDROXY-DIPHENYL-METHYL)-PIPERIDINE-1-CARBOXYLICACIDBENZYLESTER

Chemical Property of Benzyl 4-[hydroxy(diphenyl)methyl]piperidine-1-carboxylate

Chemical Property:

• PSA: 49.77000
• LogP: 4.90920
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 401.19909372
• Heavy Atom Count: 30
• Complexity: 506

Purity/Quality:

97% ^*data from raw suppliers

4-(HYDROXY-DIPHENYL-METHYL)PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1C(C2=CC=CC=C2)(C3=CC=CC=C3)O)C(=O)OCC4=CC=CC=C4

Technology Process of Benzyl 4-[hydroxy(diphenyl)methyl]piperidine-1-carboxylate

There total 6 articles about Benzyl 4-[hydroxy(diphenyl)methyl]piperidine-1-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:

4-benzoylpiperidine-1-carboxylic acid benzyl ester (922504-27-6) + phenylmagnesium bromide → benzyl 4-(hydroxydiphenylmethyl)-piperidine-1-carboxylate (96067-93-5)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tetlet.2006.09.068

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → benzyl 4-(hydroxydiphenylmethyl)-piperidine-1-carboxylate (96067-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / triethylamine / tetrahydrofuran; H₂O / 2 h / 25 °C

2: 73 percent / tetrahydrofuran / 0.83 h / -20 - 20 °C

With triethylamine; In tetrahydrofuran; water; 1: Carboxylation / 2: Phenylation;

DOI:10.1080/00397919608004796

Reference yield:

4-carbethoxypiperidine (1126-09-6) → benzyl 4-(hydroxydiphenylmethyl)-piperidine-1-carboxylate (96067-93-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / triethylamine / tetrahydrofuran; H₂O / 2 h / 25 °C

2: 73 percent / tetrahydrofuran / 0.83 h / -20 - 20 °C

With triethylamine; In tetrahydrofuran; water; 1: Carboxylation / 2: Phenylation;

DOI:10.1080/00397919608004796

upstream raw materials:

4-benzoylpiperidine-1-carboxylic acid benzyl ester

4-benzoylpiperidine

benzyl chloroformate

4-carbethoxypiperidine

Downstream raw materials:

4-benzhydrylidene-piperidine-1-carboxylic acid benzyl ester

1-((benzyloxy)carbonyl)-4-phenylpiperidine-4-carboxylic acid

4-benzoyl-4-phenyl-piperidine-1-carboxylic acid benzyl ester

4-phenyl-piperidine-4-carboxylic acid

Refernces

• 1、 Patel, Sunil,Waykole, Liladhar,Repic, Oljan,Chen, Kau-Ming. "Synthesis of terfenadine carboxylate". . p. 4699 - 4710. Retrieved 2007/10/03.