(2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

Base Information

Chemical Name:(2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester
CAS No.:760980-26-5
Molecular Formula:C₂₉H₃₀BrNO₇
Molecular Weight:584.464
Hs Code.:

Synonyms:(2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

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Chemical Property of (2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

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Technology Process of (2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

There total 1 articles about (2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic 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: 95.0%

: 96-32-2
bromoacetic acid methyl ester

: 760979-97-3
((S)-2-{3-[1-(3-Bromo-2-hydroxy-phenyl)-vinyl]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

: 760980-26-5
(2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

Guidance literature:: With potassium carbonate; In acetone; for 3h; Heating;
DOI:10.1021/ja040091q

Reference yield:

: 760980-26-5
(2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

: 760980-00-5
(S)-4-{3-[(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methoxycarbonyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran-3-yl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / p-toluenesulfonic acid / acetone / 0.5 h / 25 °C

2: 84 percent / m-chloroperoxybenzoic acid; NaHCO₃ / CH₂Cl₂ / 8 h / 0 °C

3: 38 percent / KO-t-Bu / tetrahydrofuran; dimethylformamide / 0.08 h / -78 °C

4: 88 percent / imidazole / dimethylformamide / 6 h / 25 °C

5: 81 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; KOAc / dimethylsulfoxide / 6 h / 85 °C

With 1H-imidazole; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium tert-butylate; potassium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja040091q

Reference yield:

: 760980-26-5
(2-{1-[5-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-2-methoxy-phenyl]-vinyl}-6-bromo-phenoxy)-acetic acid methyl ester

: 760980-30-1
(S)-4-(3-{(2S,3S)-3-Formyl-7-[3-(2-formyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-2-methoxycarbonyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / p-toluenesulfonic acid / acetone / 0.5 h / 25 °C

2: 84 percent / m-chloroperoxybenzoic acid; NaHCO₃ / CH₂Cl₂ / 8 h / 0 °C

3: 38 percent / KO-t-Bu / tetrahydrofuran; dimethylformamide / 0.08 h / -78 °C

4: 88 percent / imidazole / dimethylformamide / 6 h / 25 °C

5: 81 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; KOAc / dimethylsulfoxide / 6 h / 85 °C

6: 83 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

7: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.33 h / 25 °C

8: 87 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium tert-butylate; tetrabutyl ammonium fluoride; potassium acetate; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 6: Suzuki coupling;
DOI:10.1021/ja040091q