(Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate

Base Information

• Chemical Name: (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate
• CAS No.: 176794-89-1
• Molecular Formula: C₁₅H₁₈FNO₄
• Molecular Weight: 295.311
• Mol file: 176794-89-1.mol

Synonyms:(Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate

Chemical Property of (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate

There total 1 articles about (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate 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: 70.0%

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate (121056-95-9,89524-98-1) + 3-Fluorobenzaldehyde (456-48-4) → (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate (176794-89-1) + (E)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃;

DOI:10.1021/ol500219e

Reference yield: 50.0%

(Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate (176794-89-1) + bis(pinacol)diborane (73183-34-3) → (2S,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1564245-75-5) + (2R,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1564245-76-6)

Guidance literature:

bis(pinacol)diborane; With (S,Sp)-ip-FOXAP; copper(l) chloride; sodium t-butanolate; In toluene; at 20 ℃; for 0.5h; Schlenk technique; Molecular sieve; Inert atmosphere;

(Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)acrylate; With methanol; In toluene; at 20 ℃; for 2h; enantioselective reaction; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol500219e

upstream raw materials:

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

3-Fluorobenzaldehyde

Downstream raw materials:

(2S,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

(2R,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate