1-Boc-2-(hydroxydimethylsilyl)pyrrole, 97%

Base Information

• Chemical Name: 1-Boc-2-(hydroxydimethylsilyl)pyrrole, 97%
• CAS No.: 879904-82-2
• Molecular Formula: C11H19 N O3 Si
• Molecular Weight: 241.362
• Hs Code.: 2933990090
• Mol file: 879904-82-2.mol

Synonyms:1-Boc-2-(hydroxydimethylsilyl)pyrrole, 97%

Chemical Property of 1-Boc-2-(hydroxydimethylsilyl)pyrrole, 97%

Chemical Property:

• Vapor Pressure: 0.000165mmHg at 25°C
• Melting Point: 53-57°C
• Refractive Index: 1.481
• Boiling Point: 317.1°C at 760 mmHg
• Flash Point: 145.6°C
• PSA: 51.46000
• Density: 1.03g/cm³
• LogP: 1.67570
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(N-Boc-2-pyrrolyl)dimethylsilanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (N-Boc-2-pyrrolyl)dimethylsilanol can be used as a substrate:To prepare cross-coupling products by reacting with various aryl iodides.In the synthesis of alkoxyhydrosiloxanes by reacting with alkoxyhydrosilanes.

Technology Process of 1-Boc-2-(hydroxydimethylsilyl)pyrrole, 97%

There total 3 articles about 1-Boc-2-(hydroxydimethylsilyl)pyrrole, 97% 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: 50.0%

N-tert-butyloxycarbonyl-pyrrole (5176-27-2) + dimethylsilicon dichloride (75-78-5,30107-43-8) → 2-(hydroxydimethylsilyl)-1H-pyrrole-1-carboxylic acid 1,1-dimethylethyl ester (879904-82-2)

Guidance literature:

N-tert-butyloxycarbonyl-pyrrole; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -71 ℃; for 6h;

dimethylsilicon dichloride; In tetrahydrofuran; hexane; at -71 - 20 ℃; for 10h;

With sodium hydrogencarbonate; In tetrahydrofuran; hexane; water; Further stages.; cooling;

DOI:10.1021/jo7023784

Reference yield:

2-(chloro-dimethyl-silanyl)-pyrrole-1-carboxylic acid tert-butyl ester → 2-(hydroxydimethylsilyl)-1H-pyrrole-1-carboxylic acid 1,1-dimethylethyl ester (879904-82-2)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1021/ol053165r

Reference yield:

N-tert-butyloxycarbonyl-pyrrole (5176-27-2) → 2-(hydroxydimethylsilyl)-1H-pyrrole-1-carboxylic acid 1,1-dimethylethyl ester (879904-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 6 h / -71 °C

1.2: tetrahydrofuran / 10 h / -71 - 20 °C

2.1: 2.183 g / NaHCO₃ / tetrahydrofuran; H₂O / 0 °C

With sodium hydrogencarbonate; lithium diisopropyl amide; In tetrahydrofuran; water;

DOI:10.1021/ol053165r

upstream raw materials:

N-tert-butyloxycarbonyl-pyrrole

dimethylsilicon dichloride

Downstream raw materials:

2-(2-methylphenyl)-1H-pyrrole-1-carboxylic acid 1,1-dimethylethyl ester

2-(4-methoxyphenyl)-1H-pyrrole-1-carboxylic acid 1,1-dimethylethyl ester

Refernces

• 1、 Denmark, Scott E.,Baird, John D.. "Palladium-catalyzed cross-coupling reactions of heterocyclic silanolates with substituted aryl iodides and bromides". . p. 793 - 795. Retrieved 2007/10/03.