(R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate

Base Information

• Chemical Name: (R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate
• CAS No.: 1474024-69-5
• Molecular Formula: C₁₄H₁₁F₃N₂O₄S
• Molecular Weight: 360.314

Synonyms:(R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate

Chemical Property of (R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate

Chemical Property:

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Technology Process of (R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate

There total 2 articles about (R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate 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: 100.0%

(R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methanol (1474024-65-1) + methanesulfonyl chloride (124-63-0) → (R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate (1474024-69-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo4019528

Reference yield:

3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanal → (R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate (1474024-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: 8 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

With n-butyllithium; triethylamine; In diethyl ether; hexane; dichloromethane;

DOI:10.1021/jo4019528

Reference yield:

(R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methyl methanesulfonate (1474024-69-5) → (E)-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-3-hydroxyprop-1-en-1-yl methanesulfonate (1474024-70-8)

Guidance literature:

With methylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jo4019528

upstream raw materials:

(R)-((R)-2-(2,4-difluorophenyl)oxiran-2-yl)(5-fluoropyrimidin-4-yl)methanol

methanesulfonyl chloride

Downstream raw materials:

(E)-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)-3-hydroxyprop-1-en-1-yl methanesulfonate

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