2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole

Base Information

• Chemical Name: 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole
• CAS No.: 1218791-01-5
• Molecular Formula: C10H16BNO2S
• Molecular Weight: 225.12
• Hs Code.: 2934999090
• Mol file: 1218791-01-5.mol

Synonyms:2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole;2-Methylthiazole-5-boronic acid,pinacol ester;

Chemical Property of 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole

Chemical Property:

• Boiling Point: 312.1±15.0 °C(Predicted)
• PKA: 3.29±0.10(Predicted)
• PSA: 59.59000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 1.75070
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

2-Methylthiazole-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole

There total 2 articles about 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-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: 64.0%

5-bromo-2-methyl-1,3-thiazole (57268-16-3) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐thiazole (1218791-01-5)

Guidance literature:

5-bromo-2-methyl-1,3-thiazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 ℃; for 1.5h;

Reference yield:

5-bromo-4-methyl-1,3-thiazole (111600-83-0) + bis(pinacol)diborane (73183-34-3) → methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐thiazole (1218791-01-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In 1,4-dioxane; at 95 ℃; for 16.1667h; Inert atmosphere;

Reference yield: 82.0%

methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐thiazole (1218791-01-5) + (6aS,7S,10aS)-4-chloro-2,7-dimethyl-10a-phenyl-5,6a,7,9,10,10a-hexahydrobenzo[h]quinazolin-8(6H)-one → (6aS,7S,10aS)-2,7-dimethyl-4-(2-methyl-1,3-thiazol-5-yl)-10a-phenyl-5,6a,7,9,10,10a-hexahydrobenzo[h]quinazolin-8(6H)-one

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide; at 80 ℃; for 3h; Inert atmosphere; Sealed tube;

upstream raw materials:

5-bromo-2-methyl-1,3-thiazole

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5-bromo-4-methyl-1,3-thiazole

bis(pinacol)diborane

Downstream raw materials:

[(S)-6-{(R)-7-fluoro-4-[4-(2-methylthiazol-5-yl)phenoxy]indan-1-yloxy}-2,3-dihydrobenzofuran-3-yl]acetic acid methyl ester

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