(S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
CAS No.:760980-27-6
Molecular Formula:C₃₂H₃₄BrNO₇
Molecular Weight:624.528
Hs Code.:

Synonyms:(S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of (S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of (S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

There total 1 articles about (S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl 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:

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

: 760980-27-6
(S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / acetone / 3 h / Heating

2: 96 percent / p-toluenesulfonic acid / acetone / 0.5 h / 25 °C

With potassium carbonate; toluene-4-sulfonic acid; In acetone;
DOI:10.1021/ja040091q

Reference yield: 84.0%

: 760980-27-6
(S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 760979-98-4
(S)-4-{3-[2-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-oxiranyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 8h;
DOI:10.1021/ja040091q

Reference yield:

: 760980-27-6
(S)-4-{3-[1-(3-Bromo-2-methoxycarbonylmethoxy-phenyl)-vinyl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: C₆₆H₆₃N₅O₁₂

Guidance literature:: Multi-step reaction with 10 steps

1.1: 84 percent / m-chloroperoxybenzoic acid; NaHCO₃ / CH₂Cl₂ / 8 h / 0 °C

2.1: 38 percent / KO-t-Bu / tetrahydrofuran; dimethylformamide / 0.08 h / -78 °C

3.1: 88 percent / imidazole / dimethylformamide / 6 h / 25 °C

4.1: 81 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; KOAc / dimethylsulfoxide / 6 h / 85 °C

5.1: 83 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

6.1: 93 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.33 h / 25 °C

7.1: 87 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

8.1: 87 percent / dimethylsulfoxide / 0.17 h / 25 °C

9.1: SmI₂; hexamethylphosphoramide / tetrahydrofuran / 0.75 h / 25 °C

9.2: 45 percent / 1-hydroxy-1H-benzotriazole hydrate; 3-(3-dimethylaminopropyl)-1-ethylcarbodiimide / dimethylformamide / 10 h / 25 °C

10.1: 24 percent / (diethylamino)sulfur trifluoride / tetrahydrofuran / 12 h / -10 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diethylamino-sulfur trifluoride; potassium tert-butylate; tetrabutyl ammonium fluoride; potassium acetate; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 5.1: Suzuki coupling;
DOI:10.1021/ja040091q