(2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester

Base Information

• Chemical Name: (2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester
• CAS No.: 133512-76-2
• Molecular Formula: C₁₄H₁₅Br₂FO₅
• Molecular Weight: 442.077

Synonyms:(2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester

Chemical Property of (2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester

Chemical Property:

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Technology Process of (2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester

There total 1 articles about (2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester 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: 74.0%

(E)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-acrylic acid ethyl ester (204399-37-1) → (2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester (133512-76-2)

Guidance literature:

With bromine; In tetrachloromethane; at 60 ℃; for 3h;

DOI:10.1016/S0040-4039(00)71220-2

Reference yield:

(2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester (133512-76-2) → (Z)-3-(4-Acetoxy-3-methoxy-phenyl)-3-bromo-2-fluoro-acrylic acid ethyl ester + (E)-3-(4-Acetoxy-3-methoxy-phenyl)-3-bromo-2-fluoro-acrylic acid ethyl ester

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 0.166667h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)71220-2

Reference yield:

(2R,3S)-3-(4-Acetoxy-3-methoxy-phenyl)-2,3-dibromo-2-fluoro-propionic acid ethyl ester (133512-76-2) + phenylacetylene (536-74-3) → (E)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-acrylic acid ethyl ester (204399-37-1) + (E)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-acrylic acid ethyl ester (133512-71-7) + (Z)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-5-phenyl-pent-2-en-4-ynoic acid ethyl ester (133512-84-2) + (Z)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-5-phenyl-pent-2-en-4-ynoic acid ethyl ester

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 20 deg C, 10 min , 2) reflux, 15h;

DOI:10.1016/S0040-4039(00)71220-2

upstream raw materials:

(E)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-acrylic acid ethyl ester

Downstream raw materials:

(E)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-acrylic acid ethyl ester

(E)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-acrylic acid ethyl ester

(Z)-3-(4-Acetoxy-3-methoxy-phenyl)-2-fluoro-5-phenyl-pent-2-en-4-ynoic acid ethyl ester

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