1-[2-(Trimethylsilyl)ethoxymethyl]-2-(phenylthio)-1H-imidazole

Base Information

• Chemical Name: 1-[2-(Trimethylsilyl)ethoxymethyl]-2-(phenylthio)-1H-imidazole
• CAS No.: 153172-35-1
• Molecular Formula: C₁₅H₂₂N₂OSSi
• Molecular Weight: 306.504
• DSSTox Substance ID: DTXSID201172329
• Nikkaji Number: J965.183G
• Mol file: 153172-35-1.mol

Synonyms:DTXSID201172329;1-[2-(Trimethylsilyl)ethoxymethyl]-2-(phenylthio)-1H-imidazole;2-(Phenylthio)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-imidazole;153172-35-1

Chemical Property of 1-[2-(Trimethylsilyl)ethoxymethyl]-2-(phenylthio)-1H-imidazole

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 306.12221104
• Heavy Atom Count: 20
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)CCOCN1C=CN=C1SC2=CC=CC=C2

Technology Process of 1-[2-(Trimethylsilyl)ethoxymethyl]-2-(phenylthio)-1H-imidazole

There total 7 articles about 1-[2-(Trimethylsilyl)ethoxymethyl]-2-(phenylthio)-1H-imidazole 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%

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (101226-33-9) + diphenyldisulfane (882-33-7) → 2-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (153172-35-1)

Guidance literature:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.583333h;

diphenyldisulfane; In tetrahydrofuran; hexane; at -78 ℃; for 1.08333h;

DOI:10.1021/jo200740b

Reference yield: 71.0%

1H-imidazole (288-32-4) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + diphenyldisulfane (882-33-7) → 2-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (153172-35-1)

Guidance literature:

1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(2-trimethylethylsilylethoxy)methyl chloride; In tetrahydrofuran; hexane; at 25 ℃; for 0.333333h;

diphenyldisulfane; Further stages;

DOI:10.1021/jo200740b

Reference yield:

1-(imidazolylmethoxy)-3,3-dimethyl-3-silabutane + diphenyldisulfane (882-33-7) → 2-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (153172-35-1)

Guidance literature:

1-(imidazolylmethoxy)-3,3-dimethyl-3-silabutane; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 0.5h;

diphenyldisulfane; In tetrahydrofuran; hexanes; at 0 - 20 ℃; for 2h;

upstream raw materials:

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

diphenyldisulfane

(2-trimethylethylsilylethoxy)methyl chloride

1-(methoxymethyl)-2-(phenylthio)-1H-imidazole

Downstream raw materials:

(3aR,4R,6S,6aS)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-6-[2-phenylsulfanyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazol-4-yl]-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole

2-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-5-carbaldehyde

2-Benzenesulfonyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole

5-Iodo-2-phenylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole