N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide

Base Information

Chemical Name:N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide
CAS No.:292615-76-0
Molecular Formula:C21H28N2O4S3
Molecular Weight:468.662
Hs Code.:
DSSTox Substance ID:DTXSID501117358
Pharos Ligand ID:VSJY175XDK2N
ChEMBL ID:CHEMBL208601
Mol file:292615-76-0.mol

Synonyms:DTXSID501117358;292615-76-0;N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl)-N-methylpentanamide;N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide

Suppliers and Price of N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide

Chemical Property:

XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:11
Exact Mass:468.12112090
Heavy Atom Count:30
Complexity:599

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C(=O)CCCCC3CCSS3

Technology Process of N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide

There total 6 articles about N-[2-[4-[(2,4-Dioxo-5-thiazolidinyl)methyl]phenoxy]ethyl]-N-methyl-1,2-dithiolane-3-pentanamide 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: 72.0%

: 158562-98-2
5-[4-(2-methylamino-ethoxy)-benzyl]-thiazolidine-2,4-dione

: 1077-28-7,62-46-4
Thioctic acid

: 292615-76-0
N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl)-N-methylpentanamide

Guidance literature:: Thioctic acid; With isopropyl chloroformate; triethylamine; In dichloromethane; toluene; at 0 ℃; for 0.166667h;

5-[4-(2-methylamino-ethoxy)-benzyl]-thiazolidine-2,4-dione; In dichloromethane; toluene; at 0 ℃; for 1h;

Reference yield: 72.0%

: 5-{4-[2-(methylamino)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione hydrochloride

: 1077-28-7,62-46-4
Thioctic acid

: 292615-76-0
N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl)-N-methylpentanamide

Guidance literature:: Thioctic acid; With isopropyl chloroformate; triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

5-{4-[2-(methylamino)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione hydrochloride; With triethylamine; In dichloromethane; toluene; at 0 ℃; for 1h;
DOI:10.1021/jm0510880

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 292615-76-0
N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl)-N-methylpentanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 58 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C

2.1: 89 percent / benzoic acid; piperidine / toluene / 6 h / Heating

3.1: 78 percent / Mg; methanol / 4 h / 20 °C

4.1: 98 percent / HCl / dioxane; diethyl ether / 0.5 h / 0 °C

5.1: Et₃N; isopropyl chloroformate / CH₂Cl₂ / 0.17 h / 0 °C

5.2: 72 percent / Et₃N / CH₂Cl₂; toluene / 1 h / 0 °C

With piperidine; hydrogenchloride; methanol; di-isopropyl azodicarboxylate; magnesium; isopropyl chloroformate; triethylamine; triphenylphosphine; benzoic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; toluene; 1.1: Mitsunobu reaction;
DOI:10.1021/jm0510880