4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

Base Information

Chemical Name:4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid
CAS No.:840524-89-2
Molecular Formula:C₂₁H₂₉BrO₆
Molecular Weight:457.362
Hs Code.:

Synonyms:4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

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Chemical Property of 4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

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Technology Process of 4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

There total 9 articles about 4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid 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: 100.0%

: 840524-81-4
4-bromo-3-[(2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyloct-6-enyl]benzoic acid methyl ester

: 840524-89-2
4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

Guidance literature:: With potassium hydroxide; In methanol; at 20 ℃; for 20h;
DOI:10.1002/anie.200461327

Reference yield:

: 216320-01-3
5-iodo-2,3-dimethyl-2-pentene

: 840524-89-2
4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: NaH / dimethylformamide / 72 h

2: 3.92 g / NaH / tetrahydrofuran / 1 h

3: porcine liver esterase; aq. phosphate buffer / dimethylsulfoxide / 168 h / 20 °C / pH 8.0

4: cyanuric fluoride; pyridine / CH₂Cl₂ / 1 h / 0 °C

5: 78 percent / hexamethyldisilazane; n-BuLi / diethyl ether / 0 - 20 °C

6: 86 percent / aq. NaCl / dimethylsulfoxide / 6 h / 130 °C

7: 46 percent / NaBH₄ / methanol / 2.5 h / 0 °C

8: 100 percent / aq. KOH / methanol / 20 h / 20 °C

With pyridine; porcine liver esterase; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; trifluoro-[1,3,5]triazine; phosphate buffer; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 6: Krapcho decarboxylation;
DOI:10.1002/anie.200461327

Reference yield:

: 2-(3,4-dimethyl-pent-3-enyl)-malonic acid dimethyl ester

: 840524-89-2
4-Bromo-3-((2S,3S)-2-hydroxy-3-methoxycarbonyl-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 3.92 g / NaH / tetrahydrofuran / 1 h

2: porcine liver esterase; aq. phosphate buffer / dimethylsulfoxide / 168 h / 20 °C / pH 8.0

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

4: 78 percent / hexamethyldisilazane; n-BuLi / diethyl ether / 0 - 20 °C

5: 86 percent / aq. NaCl / dimethylsulfoxide / 6 h / 130 °C

6: 46 percent / NaBH₄ / methanol / 2.5 h / 0 °C

7: 100 percent / aq. KOH / methanol / 20 h / 20 °C

With pyridine; porcine liver esterase; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; trifluoro-[1,3,5]triazine; phosphate buffer; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; 5: Krapcho decarboxylation;
DOI:10.1002/anie.200461327