(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester
CAS No.:865691-97-0
Molecular Formula:C₂₉H₃₁F₃N₂O₁₀
Molecular Weight:624.568
Hs Code.:

(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Synonyms:(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

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Chemical Property of (S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

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Technology Process of (S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

There total 5 articles about (S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl 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: 86.0%

: 865692-09-7
(S)-3-[7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-(tert-butyl-dimethyl-silanyloxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

: 865691-97-0
(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jo050363n

Reference yield:

: 865691-95-8
(S)-2-(2,2,2-trifluoro-acetylamino)-pent-4-ynoic acid methyl ester

: 865691-97-0
(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / diethyl ether / 0 - 20 °C

1.2: acetyl bromide / diethyl ether; CH₂Cl₂ / 60 °C

1.3: 256 mg / tetrahydrofuran / 60 °C

2.1: 75 percent / DMAP; Et₃N / CH₂Cl₂ / 10 h / 20 °C

3.1: Zn; 1,2-dibromoethane; chlorotrimethylsilyl chloride / tetrahydrofuran; N,N-dimethyl-acetamide / 1 h / sonnication

3.2: 66 percent / Pd₂(dba)2*CHCl₃; tri-o-tolylphosphine / tetrahydrofuran; N,N-dimethyl-acetamide / 2 h / 55 °C

4.1: 86 percent / TBAF / tetrahydrofuran

With dmap; chlorotrimethylsilyl chloride; tetrabutyl ammonium fluoride; sodium hydride; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/jo050363n

Reference yield:

: 865692-05-3
(S)-3-[4-hydroxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

: 865691-97-0
(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-hydroxy-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / DMAP; Et₃N / CH₂Cl₂ / 10 h / 20 °C

2.1: Zn; 1,2-dibromoethane; chlorotrimethylsilyl chloride / tetrahydrofuran; N,N-dimethyl-acetamide / 1 h / sonnication

2.2: 66 percent / Pd₂(dba)2*CHCl₃; tri-o-tolylphosphine / tetrahydrofuran; N,N-dimethyl-acetamide / 2 h / 55 °C

3.1: 86 percent / TBAF / tetrahydrofuran

With dmap; chlorotrimethylsilyl chloride; tetrabutyl ammonium fluoride; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/jo050363n