(R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

Base Information

Chemical Name:(R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester
CAS No.:840524-76-7
Molecular Formula:C₂₆H₃₉BrO₆Si
Molecular Weight:555.582
Hs Code.:

Synonyms:(R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

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Chemical Property of (R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

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Technology Process of (R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

There total 10 articles about (R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic 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: 78.0%

: 840524-75-6
(R)-4-(2-bromo-5-methoxycarbonylphenyl)-2-(3,4-dimethylpent-3-enyl)-2-methoxymethyl-3-oxopentanedioic acid 5-methyl ester 1-(2-trimethylsilylethyl) ester

: 840524-76-7
(R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

Guidance literature:: With sodium chloride; In dimethyl sulfoxide; at 125 ℃; for 20h;
DOI:10.1002/anie.200461327

Reference yield: 77.0%

: 840524-78-9
4-bromo-3-[(2S,3R)-2-hydroxy-3-methoxymethyl-6,7-dimethyl-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

: 840524-76-7
(R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1002/anie.200461327

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 840524-76-7
(R)-4-bromo-3-[3-methoxymethyl-6,7-dimethyl-2-oxo-3-(2-trimethylsilylethoxycarbonyl)oct-6-enyl]benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / 1,3-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 72 h / 20 °C

2: aq. KOH / methanol / 15 h / 45 °C

3: 1.08 g / cyanuric fluoride; pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 63 percent / hexamethyldisilazane; n-BuLi / diethyl ether / 0 - 20 °C

5: 78 percent / aq. NaCl / dimethylsulfoxide / 20 h / 125 °C

With pyridine; dmap; potassium hydroxide; n-butyllithium; trifluoro-[1,3,5]triazine; dicyclohexyl-carbodiimide; 1,1,1,3,3,3-hexamethyl-disilazane; sodium chloride; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; 5: Krapcho decarboxylation;
DOI:10.1002/anie.200461327