79265-30-8

Basic information

• Product Name: 2-(Trimethylsilyl)thiazole
• Synonyms: 2-TST;2-THIAZOLYTRIMETHYLSILANE;2-Thiazolyltrimethylsilane;Thiazole, 2-(trimethylsilyl)-;2-（trimethyl)thiazole;2-TRIMETHYLSILYTHIAZOLE;Dondoni;2-Thiazolyltrimethylsilane, 2-TST
• CAS NO: 79265-30-8
• Molecular Formula: C₆H₁₁NSSi
• Molecular Weight: 157.31
• Product Categories: Thiazoles, Isothiazoles &Benzothiazoles;API intermediates;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Thiazoles, Isothiazoles & Benzothiazoles;Building Blocks;C3 to C7;Chemical Synthesis;Heterocyclic Building Blocks;Thiazoles
• Mol File: 79265-30-8.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 56-57 °C10 mm Hg(lit.)
• Flash Point: 135 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 0.985 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.497(lit.)
• Storage Temp.: 2-8°C
• Solubility: THF: very soluble(lit.)
• PKA: 2.91±0.10(Predicted)
• Water Solubility: IMMISCIBLE
• BRN: 3538017
• CAS DataBase Reference: 2-(Trimethylsilyl)thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Trimethylsilyl)thiazole(79265-30-8)
• EPA Substance Registry System: 2-(Trimethylsilyl)thiazole(79265-30-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-26
• RIDADR: 1993
• WGK Germany: 3
• F: 10-21
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 79265-30-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

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.

Preparation

Although 2-(trimethylsilyl)thiazole (1) is commercially available, it can be easily prepared on a multigram scale from 2-bromothiazole, n-butyllithium, and chlorotrimethylsilane as shown in eq 1.

Upstream product

• 288-47-1 1,3-thiazole 
• 75-77-4 chloro-trimethyl-silane 
• 3034-53-5 2-bromo-1,3-thiazole 
• 40610-14-8 2-lithiothiazole 

Downstream Products

• 155020-83-0 methyl (6R)-2,3,4-tri-O-benzyl-6-(2-thiazolyl)-α-D-mannopyranoside 
• 155020-89-6 methyl (6S)-2,3,4-tri-O-benzyl-6-(2-thiazolyl)-α-D-glucopyranoside 
• 155020-87-4 methyl (6R)-2,3,4-tri-O-benzyl-6-(2-thiazolyl)-α-D-glucopyranoside 
• 79265-31-9 2-(2,2-Diphenyl-1-trimethylsilanyloxy-vinyl)-thiazole 
• 1826-11-5 2-phenylthiazole 
• 179018-98-5 α-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-5-thiazolemethanol 
• 14527-42-5 thiazole-2-carboxylic acid ethyl ester 
• 1050203-00-3 C₁₀H₇ClN₂O₃S 

Relevant articles and documents

Synthesis of 2-oxiranyl and aziridinyl thiazoles

2-Oxiranyl and 2-aziridinyl thiazoles 3 and 7 have been prepared by lithiation of thiazoles 1a and 1b and reaction with α-halogenocarbonyl compounds [1a, 1c-d] and α-halogenoimines [1b], respectively.

SUGAR-LINKER-DRUG CONJUGATES

The present disclosure relates to sugar-linker-drug conjugates, of the formula [A-B-]n-L-D, wherein A is a saccharide; B is a spacer, n is an integer selected from 1 to 3; L is a linker group and D is a drug having a chemically reactive functional group selected from the group consisting of a primary or secondary amine, hydroxyl, sulfhydryl, carboxyl, aldehyde and ketone. Pharmaceutical compositions comprising the conjugates and methods of using thern are also provided.

INHIBITORS OF POLO-LIKE KINASE

The present invention provides compounds having a structure according to Formula (I):or a salt or solvate thereof, wherein ring A, U1, U2, U3, R2, R3 and R4 are defined herein. The invention further provides pharmaceutical compositions including the compounds of the invention and methods of making and using the compounds and compositions of the invention, e.g., in the treatment and prevention of various disorders, such as Parkinson's disease.