(1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol

Base Information

• Chemical Name: (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol
• CAS No.: 1474024-63-9
• Molecular Formula: C₁₆H₁₈ClF₃N₂O₂Si
• Molecular Weight: 390.865

Synonyms:(1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol

Chemical Property of (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol

Chemical Property:

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Technology Process of (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol

There total 3 articles about (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-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:

3-chloro-2-(2,4-difluorophenyl)-2-(trimethylsilanyloxy)propionaldehyde (861718-85-6) + 4-bromo-5-fluoro-pyrimidine (1003706-87-3) → (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol (1474024-63-9) + (1S,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol (1547229-17-3)

Guidance literature:

4-bromo-5-fluoro-pyrimidine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

3-chloro-2-(2,4-difluorophenyl)-2-(trimethylsilanyloxy)propionaldehyde; In diethyl ether; hexane; at -78 ℃; for 0.5h; Overall yield = 49 %; Overall yield = 77 mg; Inert atmosphere;

Reference yield:

4-bromo-5-fluoro-pyrimidine (1003706-87-3) + 3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanal → (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol (1474024-63-9) + (1S,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol (1547229-17-3) + (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)propane-1,2-diol (1474024-64-0)

Guidance literature:

4-bromo-5-fluoro-pyrimidine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanal; In diethyl ether; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo4019528

Reference yield:

4-bromo-5-fluoro-pyrimidine (1003706-87-3) + 3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanal → (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-2-((trimethylsilyl)oxy)propane-1-ol (1474024-62-8) + (1S,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-2-((trimethylsilyl)oxy)propan-1-ol (1547229-23-1) + (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol (1474024-63-9) + (1S,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-1-((trimethylsilyl)oxy)propan-2-ol (1547229-17-3)

Guidance literature:

4-bromo-5-fluoro-pyrimidine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

With zinc(II) iodide; In diethyl ether; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanal; In diethyl ether; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo4019528

upstream raw materials:

4-bromo-5-fluoro-pyrimidine

3-chloro-2-(2,4-difluorophenyl)-2-(trimethylsilanyloxy)propionaldehyde

Downstream raw materials:

(1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)propane-1,2-diol

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