5-(TERT-BUTYLDIMETHYLSILYLOXY)-1H-INDOLE

Base Information

• Chemical Name: 5-(TERT-BUTYLDIMETHYLSILYLOXY)-1H-INDOLE
• CAS No.: 106792-38-5
• Molecular Formula: C14H21NOSi
• Molecular Weight: 247.412
• Hs Code.: 2933990090
• Mol file: 106792-38-5.mol

Synonyms:5-(tert-Butyldimethylsilanyloxy)-1H-indole;5-[(tert-Butyldimethylsilyl)oxy]-1H-indole;5-[(tert-Butyldimethylsilyl)oxy]indole;

Chemical Property of 5-(TERT-BUTYLDIMETHYLSILYLOXY)-1H-INDOLE

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 60-62 °C
• Refractive Index: 1.544
• Boiling Point: 318.781 °C at 760 mmHg
• Flash Point: 146.594 °C
• PSA: 25.02000
• Density: 1.013 g/cm³
• LogP: 4.55190
• Storage Temp.: Keep Cold

Purity/Quality:

98%min ^*data from raw suppliers

5-((tert-Butyldimethylsilyl)oxy)-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(TERT-BUTYLDIMETHYLSILYLOXY)-1H-INDOLE

There total 2 articles about 5-(TERT-BUTYLDIMETHYLSILYLOXY)-1H-INDOLE 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: 100.0%

indol-5-ol (1953-54-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-(tert-butyl-dimethyl-silanyloxy)-1H-indole (106792-38-5)

Guidance literature:

With 1H-imidazole; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 20h;

Reference yield:

1H-imidazole (288-32-4) + indol-5-ol (1953-54-4) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-(tert-butyl-dimethyl-silanyloxy)-1H-indole (106792-38-5)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide;

Reference yield: 91.0%

5-(tert-butyl-dimethyl-silanyloxy)-1H-indole (106792-38-5) + N’-(1-(2-chlorophenyl) ethylidene)-4-methylbenzenesulfonohydrazide (75230-55-6) → 5-((tert-butyldimethylsilyl)oxy)-1-(1-(2-chlorophenyl)vinyl)-1H-indole (1449676-25-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; iodobenzene; sodium t-butanolate; for 1h; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/jo401217x

upstream raw materials:

indol-5-ol

tert-butyldimethylsilyl chloride

1H-imidazole

Downstream raw materials:

(1-benzyl-5-methoxy-1H-indol-3-yl)-[5-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-methanone

(1-benzyl-5-methoxy-1H-indol-3-yl)-(5-methoxy-1H-indol-4-yl)-methanone

2-acetylamino-3-[4-(1-benzyl-5-methoxy-1H-indole-3-carbonyl)-5-methoxy-1H-indol-3-yl]-propionic acid

2-acetylamino-3-[4-(1-benzyl-5-methoxy-1H-indole-3-carbonyl)-5-methoxy-1H-indol-3-yl]-propionic acid methyl ester

Refernces

• 1、 Brand, Michael,Frasson, David,Gall, Flavio,Hunziker, Lukas,Kroslakova, Ivana,Lindenmann, Urs,Riedl, Rainer,Sievers, Martin. "Discovery of a Class of Potent and Selective Non-competitive Sentrin-Specific Protease 1 Inhibitors". . . Retrieved 2020.
• 2、 Ito, Fumihiro,Shudo, Koichi,Yamaguchi, Kentaro. "Total synthesis of (±)-hyrtiazepine". experimental part. p. 1805 - 1811. Retrieved 2011/04/16.