2-(Trimethylsilyl)thiazole

Base Information

• Chemical Name: 2-(Trimethylsilyl)thiazole
• CAS No.: 79265-30-8
• Molecular Formula: C6H11NSSi
• Molecular Weight: 157.312
• Hs Code.: 29341000
• Mol file: 79265-30-8.mol

Synonyms:2-(Trimethylsilyl)-1,3-thiazole;2-Trimethylsilanylthiazole;

Chemical Property of 2-(Trimethylsilyl)thiazole

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 174.7 °C at 760 mmHg
• PKA: 2.91±0.10(Predicted)
• Flash Point: 55.6 °C
• PSA: 41.13000
• Density: 0.99 g/cm³
• LogP: 1.68830
• Storage Temp.: 2-8°C
• Solubility.: THF: very soluble(lit.)
• Water Solubility.: IMMISCIBLE

Purity/Quality:

99% ^*data from raw suppliers

2-(Trimethylsilyl)thiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Physical properties: bp 51–53 °C/10 mmHg; d 0.992 g mL?1; nD 1.4980.
• Uses: 2-(Trimethylsilyl)thiazole is used as formyl anion equivalent; effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and dialdoses.It takes part in the reactions of Homologation of Aldehydes, Metalation and Reactivity with Electrophiles, Cross-coupling Reactions, etc.

Technology Process of 2-(Trimethylsilyl)thiazole

There total 7 articles about 2-(Trimethylsilyl)thiazole 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: 95.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiazole (79265-30-8)

Guidance literature:

With n-butyllithium; In diethyl ether; at -78 ℃;

DOI:10.1016/j.tet.2009.05.013

Reference yield: 95.0%

2-lithiothiazole (40610-14-8) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiazole (79265-30-8)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(98)01727-4

Reference yield: 90.0%

1,3-thiazole (288-47-1) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiazole (79265-30-8)

Guidance literature:

1,3-thiazole; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

chloro-trimethyl-silane; In diethyl ether; hexane; at -78 ℃; for 1h;

upstream raw materials:

1,3-thiazole

chloro-trimethyl-silane

2-bromo-1,3-thiazole

2-lithiothiazole

Downstream raw materials:

(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

(R)-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-thiazol-2-yl-methanol

2-[(2R,4S,5R)-2-Phenyl-4-((2S,4R,5S)-2-phenyl-5-trityloxymethyl-[1,3]dioxolan-4-yl)-5-trimethylsilanyloxy-[1,3]dioxan-5-yl]-thiazole

2-chloro-1-(thiazol-2-yl)ethan-1-one

Refernces

• 1、 -. "Substituted pyrrole chromone compound or pharmaceutically acceptable salt thereof and preparation method and application thereof". Paragraph 0081; 0105-0107. . Retrieved 2019/01/23.
• 2、 -. "SACCHARIDE CONJUGATES". Paragraph 0196. . Retrieved 2014/10/04.