2-((tert-Butyldimethylsilanyl)ethynyl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane

Base Information

• Chemical Name: 2-((tert-Butyldimethylsilanyl)ethynyl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane
• CAS No.: 1073355-02-8
• Molecular Formula: C₁₄H₂₇BO₂Si
• Molecular Weight: 266.264
• Hs Code.: 2934999090
• Mol file: 1073355-02-8.mol

Synonyms:2-((tert-Butyldimethylsilanyl)ethynyl) boronic acid pinacol ester;2-((tert-Butyldimethylsilanyl)ethynyl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane;tert-ButyldiMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane;2-[2-[(1,1-Dimethylethyl)dimethylsilyl]ethynyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;tert-butyldimethyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane

Chemical Property of 2-((tert-Butyldimethylsilanyl)ethynyl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane

Chemical Property:

• Melting Point: 159-164 °C
• PSA: 18.46000
• LogP: 3.66890
• Storage Temp.: ?20°C

Purity/Quality:

98%min ^*data from raw suppliers

2-((tert-Butyldimethylsilanyl)ethynyl) 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-((tert-Butyldimethylsilanyl)ethynyl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane

There total 1 articles about 2-((tert-Butyldimethylsilanyl)ethynyl)-4,4,5,5-tetramethyl-(1,3,2)dioxaborolane 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: 72.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + (tert-butyldimethylsilyl)acetylene (86318-61-8) → 2-[(tert-butyldimethylsilanyl)ethynyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073355-02-8)

Guidance literature:

(tert-butyldimethylsilyl)acetylene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h; Schlenk technique;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In diethyl ether; at -78 ℃; for 2h; Schlenk technique;

DOI:10.1055/s-0040-1720474

Reference yield:

2-[(tert-butyldimethylsilanyl)ethynyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073355-02-8) + C38H38I2O11S2 → (±)-dimethyl 2,2'-di[(tert-butyldimethylsilyl)ethynyl(tosyloxy)iodosyl]-5,5',6,6',7,7',8,8'-octahydro[1,1'-binaphthalene]-3,3'-dicarboxylate

Guidance literature:

In dichloromethane; 2,2,2-trifluoroethanol; at 20 - 25 ℃; for 0.5h;

DOI:10.1002/chem.201703238

Reference yield:

2-[(tert-butyldimethylsilanyl)ethynyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073355-02-8) + C38H38I2O11S2 → (S)-dimethyl 2,2'-di[(tert-butyldimethylsilyl)ethynyl(tosyloxy)iodosyl]-5,5',6,6',7,7',8,8'-octahydro[1,1'-binaphthalene]-3,3'-dicarboxylate

Guidance literature:

In dichloromethane; 2,2,2-trifluoroethanol; at 20 - 25 ℃; for 0.5h;

DOI:10.1002/chem.201703238

upstream raw materials:

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

(tert-butyldimethylsilyl)acetylene

Refernces