trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester

Base Information

• Chemical Name: trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester
• CAS No.: 695187-72-5
• Molecular Formula: C₂₃H₂₃NO₅
• Molecular Weight: 393.439

Synonyms:trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester

Chemical Property of trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester

Chemical Property:

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Technology Process of trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester

There total 4 articles about trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl 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: 52.0%

2-(4-bromophenyl)benzoxazol-5-ylacetic acid methyl ester (695187-70-3) + tert-Butyl acrylate (1663-39-4,25232-27-3) → trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester (695187-72-5)

Guidance literature:

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In DMF (N,N-dimethyl-formamide); at 100 ℃;

Reference yield:

4-hydroxy-3-nitrophenylacetic acid (10463-20-4) → trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester (695187-72-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / HCl / Heating

2: 92 percent / H₂ / Pd/C / ethyl acetate

3: dioxane / 210 °C / microwave irradiation

4: Pd(OAc)2; (o-Tol)3P; Et₃N / dimethylformamide / 150 °C / microwave irradiation

With hydrogenchloride; palladium diacetate; hydrogen; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; 4: Heck reaction;

DOI:10.1016/j.bmcl.2005.03.014

Reference yield:

methyl (4-hydroxy-3-nitrophenyl)acetate (61873-93-6) → trans 2-[3-[4-[(5-methoxycarbonylmethyl)benzoxazol-2-yl]phenyl]]propenoic acid t-butyl ester (695187-72-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / H₂ / Pd/C / ethyl acetate

2: dioxane / 210 °C / microwave irradiation

3: Pd(OAc)2; (o-Tol)3P; Et₃N / dimethylformamide / 150 °C / microwave irradiation

With palladium diacetate; hydrogen; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; 3: Heck reaction;

DOI:10.1016/j.bmcl.2005.03.014

upstream raw materials:

2-(4-bromophenyl)benzoxazol-5-ylacetic acid methyl ester

tert-Butyl acrylate

4-hydroxy-3-nitrophenylacetic acid

methyl (4-hydroxy-3-nitrophenyl)acetate

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