(2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid

Base Information

• Chemical Name: (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid
• CAS No.: 166948-48-7
• Molecular Formula: C₁₁H₁₀F₂O₃
• Molecular Weight: 228.195
• Mol file: 166948-48-7.mol

Synonyms:(2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid

Chemical Property of (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid

There total 4 articles about (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid 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: 74.1%

(4S)-5,5-diphenyl-4-isopropyl-3-[(2R,3R)-4-chloro-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-1-oxobutyl]-1,3-oxazolidin-2-one (944472-98-4) → (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid (166948-48-7) + (S)-5,5-Diphenyl-4-isopropyl-1,3-oxazolidin-2-one (184346-45-0)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at -10 - 0 ℃;

DOI:10.1016/j.tetasy.2007.03.015

Reference yield:

2-chloro-1-(2,4-dichlorophenyl)ethanone (51336-94-8) → (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid (166948-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl zinc / Ni(acac)2 / CH₂Cl₂; hexane / 0.5 h / 0 °C

1.2: CH₂Cl₂; hexane / -30 °C

2.1: 71.6 percent / aq. H₂O₂; LiOH*H₂O / tetrahydrofuran / -10 - 0 °C

With lithium hydroxide; dihydrogen peroxide; diethylzinc; bis(acetylacetonate)nickel(II); In tetrahydrofuran; hexane; dichloromethane; 1.2: Reformatsky reaction;

DOI:10.1016/j.tetasy.2007.03.015

Reference yield:

<3(2R,3R),4S>-4-Benzyl-3-<3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl-1-oxobutyl>-2-oxazolidinone (166948-47-6) → (2R,3R)-3-[3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl]butanoic acid (166948-48-7)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; Yield given. Multistep reaction; 1.) THF, -4 to -3 deg C, 2.) 0 deg C, 30 min;

DOI:10.1021/jo00115a014

upstream raw materials:

<3(2R,3R),4S>-4-Benzyl-3-<3-(2,4-difluorophenyl)-3,4-epoxy-2-methyl-1-oxobutyl>-2-oxazolidinone

(4S)-5,5-diphenyl-4-isopropyl-3-[(2R,3R)-4-chloro-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-1-oxobutyl]-1,3-oxazolidin-2-one

2-chloro-1-(2,4-dichlorophenyl)ethanone

Downstream raw materials:

(2R,3R)-3-[3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-3-(1H-1,2,4-triazol-1-yl)]butanoic acid