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

Base Information

• Chemical Name: (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)acrylate
• CAS No.: 1254365-39-3
• Molecular Formula: C₁₅H₁₈ClNO₄
• Molecular Weight: 311.765
• Mol file: 1254365-39-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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

There total 1 articles about (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)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:

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate (121056-95-9,89524-98-1) + m-Chlorobenzaldehyde (587-04-2) → (Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)acrylate (1254365-39-3)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2010.08.053

Reference yield: 50.0%

(Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)acrylate (1254365-39-3) + bis(pinacol)diborane (73183-34-3) → (2S,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1564245-73-3) + (2R,3R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1564245-74-4)

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-chlorophenyl)acrylate; With methanol; In toluene; at 20 ℃; for 11h; enantioselective reaction; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol500219e

Reference yield:

(Z)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chlorophenyl)acrylate (1254365-39-3) → C15H20ClNO4 (1254365-76-8)

Guidance literature:

With [R,R-RhMe-Duphos]; hydrogen; In methanol; ethyl acetate; for 12h; under 2068.65 Torr;

DOI:10.1016/j.bmcl.2010.08.053

upstream raw materials:

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

m-Chlorobenzaldehyde

Downstream raw materials:

C₁₅H₂₀ClNO₄

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

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