Dihydro Donepezil

Base Information

• Chemical Name: Dihydro Donepezil
• CAS No.: 120012-04-6
• Molecular Formula: C24H31NO3
• Molecular Weight: 381.515
• DSSTox Substance ID: DTXSID60442922
• ChEMBL ID: CHEMBL434811
• Mol file: 120012-04-6.mol

Synonyms:120012-04-6;Dihydro Donepezil;2-[(1-BENZYLPIPERIDIN-4-YL)METHYL]-5,6-DIMETHOXY-2,3-DIHYDRO-1H-INDEN-1-OL;CHEMBL434811;2-((1-Benzylpiperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-ol;Donepezil Dihydro;SCHEMBL7840764;DTXSID60442922;UGTUAFCYSWJIHS-UHFFFAOYSA-N;VEA01204;BDBM50029930;AKOS030254723;1H-Inden-1-ol, 2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-;HY-131252;CS-0131856;FT-0666966;A1-06475;J-004237;2-(1-Benzyl-piperidin-4-ylmethyl)-5,6-dimethoxy-indan-1-ol

Chemical Property of Dihydro Donepezil

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 520.367°C at 760 mmHg
• PKA: 14.03±0.40(Predicted)
• Flash Point: 268.509°C
• PSA: 41.93000
• Density: 1.146g/cm³
• LogP: 4.14970
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Slightly, Heated)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 381.23039385
• Heavy Atom Count: 28
• Complexity: 473

Purity/Quality:

99.0% Min ^*data from raw suppliers

DihydroDonepezil(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(C(CC2=C1)CC3CCN(CC3)CC4=CC=CC=C4)O)OC
• Uses: A potential metabolite of Donepezil.

Technology Process of Dihydro Donepezil

There total 5 articles about Dihydro Donepezil 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: 71.0%

donepezil (120014-06-4,142057-79-2,142057-80-5,142698-19-9) → 1-benzyl-4-[(5,6-dimethoxy-1-indanol)-2-yl]methylpiperidine (120012-04-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/jm00024a009

Reference yield:

1-benzyl-4-<(5,6-dimethoxy-1-oxoindan-2-ylidenyl)methyl>piperidine (120014-07-5,145546-80-1) → 1-benzyl-4-[(5,6-dimethoxy-1-indanol)-2-yl]methylpiperidine (120012-04-6)

Guidance literature:

With formic acid; palladium 10% on activated carbon; In ethanol; water; acetone; at 40 - 60 ℃; Solvent;

Reference yield:

1-benzyl-4-<(5,6-dimethoxy-1-oxoindan-2-ylidenyl)methyl>piperidine hydrochloride → 1-benzyl-4-[(5,6-dimethoxy-1-indanol)-2-yl]methylpiperidine (120012-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / tetrahydrofuran / 6 h / 760 Torr / Ambient temperature

2: 71 percent / NaBH₄ / methanol / 1.5 h / 0 - 20 °C

With sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jm00024a009

upstream raw materials:

donepezil

5,6-dimethoxy-1-indanone

N-benzyl-4-formylpiperidine

1-benzyl-4-<(5,6-dimethoxy-1-oxoindan-2-ylidenyl)methyl>piperidine

Downstream raw materials:

donepezil hydrochloride

donepezil

1-Benzyl-4-[(5,6-dimethoxyinden)-2-yl]methylpiperidine hydrochloride

Refernces

• 1、 -. "CRYSTALLINE FORM OF DONEPEZIL HYDROCHLORIDE". Page/Page column 10-11. . Retrieved 2008/06/13.