Piperidine, 1-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(diphenylmethoxy)-

Base Information

• Chemical Name: Piperidine, 1-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(diphenylmethoxy)-
• CAS No.: 127263-13-2
• Molecular Formula: C27H29 N O3
• Molecular Weight: 415.52
• DSSTox Substance ID: DTXSID80861292
• Nikkaji Number: J3.113.292D
• ChEMBL ID: CHEMBL1568239
• Mol file: 127263-13-2.mol

Synonyms:(3-diphenylmethoxy-1-(3,4)-methylenedioxyphenethyl)piperidine;zamifenacin;zamifenacin, (R)-isomer

Chemical Property of Piperidine, 1-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(diphenylmethoxy)-

Chemical Property:

• Vapor Pressure: 2.04E-11mmHg at 25°C
• Boiling Point: 532.5°Cat760mmHg
• Flash Point: 145.6°C
• PSA: 30.93000
• Density: 1.2g/cm³
• LogP: 5.16630
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 415.21474379
• Heavy Atom Count: 31
• Complexity: 513

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CN(C1)CCC2=CC3=C(C=C2)OCO3)OC(C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of Piperidine, 1-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(diphenylmethoxy)-

There total 7 articles about Piperidine, 1-(2-(1,3-benzodioxol-5-yl)ethyl)-3-(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: 58.0%

1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-5-hydroxypiperidin-2-one + diphenylchloromethane (90-99-3) → 3-(benzhydryloxy)-1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)piperidine (127263-13-2)

Guidance literature:

1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-5-hydroxypiperidin-2-one; With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 16h;

diphenylchloromethane; With silver carbonate; at 100 ℃; for 2h;

DOI:10.1021/acs.orglett.9b04432

Reference yield: 10.0%

1-(2-benzo[1,3]dioxol-5-yl-ethyl)-piperidin-3-ol (1086136-00-6) + diphenylchloromethane (90-99-3) → 3-(benzhydryloxy)-1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)piperidine (127263-13-2)

Guidance literature:

In dimethyl sulfoxide; at 110 ℃; for 12h;

Reference yield:

1,3-benzodioxole-5-acetic acid (2861-28-1) → 3-(benzhydryloxy)-1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)piperidine (127263-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 - 56 °C

3: dimethyl sulfoxide / 12 h / 110 °C

With lithium aluminium tetrahydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

1-(2-benzo[1,3]dioxol-5-yl-ethyl)-piperidin-3-ol

diphenylchloromethane

1,3-benzodioxole-5-acetic acid

2-benzo[1,3]dioxol-5-yl-1-(3-hydroxy-piperidin-1-yl)-ethanone