5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one

Base Information

• Chemical Name: 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one
• CAS No.: 56-36-0
• Molecular Formula: C14H30 O2 Sn
• Molecular Weight: 349.101
• UNII: D84X9FAD1Y
• DSSTox Substance ID: DTXSID80923182
• Nikkaji Number: J1.010.443B
• Wikidata: Q27276238
• Metabolomics Workbench ID: 42546
• ChEMBL ID: CHEMBL339630
• Mol file: 56-36-0.mol

Synonyms:120014-30-4;5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one;Desbenzyl donepezil;5,6-dimethoxy-2-(piperidin-4-yl)methylene-indan-1-one;5,6-dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydroinden-1-one;1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-(4-piperidinylmethyl)-;5,6-Dimethoxy-2-piperidin-4-ylmethyl-indan-1-one;5,6-dimethoxy-2-(piperidin-4-yl)methylindan-1-one;Donepezil metabolite M4;UNII-D84X9FAD1Y;D84X9FAD1Y;CHEMBL339630;5,6-Dimethoxy-2-((4-piperidyl)methyl)indan-1-one;5,6-dimethoxy-2-(piperidin-4-ylmethyl)indan-1-one;4-((5,6-Dimethoxy-1-oxoindan-2-yl)methyl)piperidine;5,6-Dimethoxy-2-((4-piperidinyl)methyl)-1-indanone;Donepezil hydrochloride impurity, desbenzyl donepezil- [USP];CHEMBL554887;Acetoxytributyl-Tin;Acetoxytributyl-Stannane;DONEPEZIL (M4);(acetyloxy)tributyl-Stannane;5,6-dimethoxy-2-(4-piperidylmethyl)indan-1-one;Neu5Ac-Gal-beta1->1'Cer;SCHEMBL1114944;DTXSID80923182;CHEBI:174058;DONEPEZIL (METABOLITE M4);PGBZORAISITZTF-UHFFFAOYSA-N;VEA01430;N-Acetylneuraminyl-galactosylceramide;BDBM50029949;MFCD08460096;AKOS015919479;Neu5Ac-alpha2->3Gal-beta1->1'Cer;AC-8252;SB44042;AS-35345;PD065649;FT-0648863;(acetyloxy)(tributyl)stannane (ACD/Name 4.0);5,6-dimethoxy-2-(4-piperidinylmethyl)-1-indanone;J-004242;2-[(4-Piperidinyl)methyl]-5,6-dimethoxyindan-1-one;4-[(5,6-Dimethoxy-1-indanon-2-yl)methyl]piperidine;5,6-dimethoxy-2-(piperidin-4-yl-methyl)indan-1-one;Q27276238;alpha-Neu5Ac-(2right3)-beta-D-Gal-(1leftright1')-Cer;DONEPEZIL HYDROCHLORIDE IMPURITY A [EP IMPURITY];alpha-Neup5Ac-(2right3)-beta-D-Galp-(1leftright1')-Cer;5,6-dimethoxy-2-(piperidin-4-yl)methylene-indan-1-one, AldrichCPR;hydrochloride;DONEPEZIL HYDROCHLORIDE MONOHYDRATE IMPURITY A [EP IMPURITY];5,6-Dimethoxy-2-[(piperidin-4-yl)methyl]-2,3-dihydro-1H-inden-1-one;(2S,3R,4E)-2-alkanamido-3-hydroxyoctadec-4-en-1-yl 5-acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranonosyl-(2right3)-beta-D-galactopyranoside

Chemical Property of 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one

Chemical Property:

• Melting Point: 80-83 °C(lit.)
• Boiling Point: 120 °C / 2mmHg
• Flash Point: °C
• PSA: 26.30000
• Density: g/cm³
• LogP: 4.89530
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: 0.065g/l
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 289.16779360
• Heavy Atom Count: 21
• Complexity: 367

Purity/Quality:

98%min ^*data from raw suppliers

Tri-n-butyltin acetate, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic material. TLV: 0.1 mg(Sn)/m³.
• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)CC(C2=O)CC3CCNCC3)OC
• Uses: Fungicide and bactericide.

Technology Process of 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one

There total 59 articles about 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one 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: 98.0%

bis(tri-n-butyltin)oxide (56-35-9) → tributyltin acetate (56-36-0)

Guidance literature:

With acetic acid; byproducts: H2O; heating;

Reference yield: 86.0%

lead(IV) tetraacetate (546-67-8) + Tributyl-((E)-3-phenyl-allyloxymethyl)-stannane (121508-11-0) → lead acetate (301-04-2) + Acetic acid (E)-3-phenyl-allyloxymethyl ester (121508-08-5) + tributyltin acetate (56-36-0)

Guidance literature:

With amonnium chloride; In dichloromethane; mixt. of organotin compd. and LTA in dry CH2Cl2 stirred at room temp. under N2 for 40 h, quenching with saturated ammonium chloride soln.; aqueous phase removed, extd. with chloroform, combd. organic phase dried, concd., silica gel column chromy. (hexane-chloroform 1:1); elem. anal., IR, NMR, MS;

DOI:10.1246/cl.1989.221

Reference yield: 86.0%

tributyltin methoxide (1067-52-3) → tributyltin acetate (56-36-0)

Guidance literature:

With (CH₃CO)2O;

upstream raw materials:

ethyl 6-(4-diacetoxyiodophenoxy)hexanoate

tributylphenylstannane

trifluoroacetic acid

diacetyl peroxide

Downstream raw materials:

2-(4-bromophenyl)-2-oxoethyl acetate

(n-Bu)3SnSnPh₃

hexaphenylditin

bis(tri-n-butyltin)

Refernces

• 1、 Latsis, George K.,Banti, Christina N.,Kourkoumelis, Nikolaos,Papatriantafyllopoulou, Constantina,Panagiotou, Nikos,Tasiopoulos, Anastasios,Douvalis, Alexios,Kalampounias, Angelos G.,Bakas, Thomas,Hadjikakou, Sotiris K.. "Poly organotin acetates against DNA with possible implementation on human breast cancer". . . Retrieved 2018.
• 2、 -. "PROCESS FOR PRODUCTION OF DIALKYLTIN DIALKOXIDES". Page/Page column 34. . Retrieved 2009/07/25.
• 3、 Hirabayashi, Kazunori,Ando, Jun-Ichi,Kawashima, Jun,Nishihara, Yasushi,Mori, Atsunori,Hiyama, Tamejiro. "Novel carbon-carbon bond formation through Mizoroki-Heck type reaction of silanols and organotin compounds". . p. 1409 - 1417. Retrieved 2007/10/03.