rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol

Base Information

• Chemical Name: rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol
• CAS No.: 1028865-88-4
• Molecular Formula: C₁₈H₂₁NOSi
• Molecular Weight: 295.456
• Mol file: 1028865-88-4.mol

Synonyms:rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol

Chemical Property of rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol

There total 1 articles about rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol 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: 88.0%

α-picoline (109-06-8) + 3-(trimethylsilyl)-1-phenyl-2-propyn-1-one (13829-77-1) → rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol (1028865-88-4)

Guidance literature:

α-picoline; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

3-(trimethylsilyl)-1-phenyl-2-propyn-1-one; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1039/b802186d

Reference yield:

rac-1-tert-butyl-1-silaindane (1028869-83-1) + rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol (1028865-88-4) → (SiSR,RS)-2-[2-(1-tert-butyl-1-silaindan-1-yloxy)-2-phenyl-4-(trimethylsilanyl)-but-3-ynyl]pyridine + (SiSR,RS)-2-[2-(1-tert-butyl-1-silaindan-1-yloxy)-2-phenyl-4-(trimethylsilanyl)-but-3-ynyl]pyridine

Guidance literature:

With Tris(4-tert-butylphenyl)phosphan; copper(l) chloride; sodium t-butanolate; In toluene; at 20 - 40 ℃; optical yield given as %de; diastereoselective reaction; Molecular sieve;

DOI:10.1039/b802186d

Reference yield:

(SiR)-1-tert-butyl-1-silaindane (1028869-67-1) + rac-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol (1028865-88-4) → (S)-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol (1028869-07-9) + (R)-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol + (SiS,R)-2-[2-(1-tert-butyl-1-silaindan-1-yloxy)-2-phenyl-4-(trimethylsilanyl)-but-3-ynyl]pyridine (1028868-29-2) + (SiS,S)-2-[2-(1-tert-butyl-1-silaindan-1-yloxy)-2-phenyl-4-(trimethylsilanyl)-but-3-ynyl]pyridine

Guidance literature:

With Tris(4-tert-butylphenyl)phosphan; copper(l) chloride; sodium t-butanolate; In toluene; at 20 - 40 ℃; optical yield given as %ee; diastereoselective reaction; Molecular sieve;

DOI:10.1039/b802186d

upstream raw materials:

α-picoline

3-(trimethylsilyl)-1-phenyl-2-propyn-1-one

Downstream raw materials:

(S)-2-phenyl-1-pyridin-2-yl-4-(trimethylsilanyl)but-3-yn-2-ol

(^SiS,R)-2-[2-(1-tert-butyl-1-silaindan-1-yloxy)-2-phenyl-4-(trimethylsilanyl)-but-3-ynyl]pyridine