cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide

Base Information

• Chemical Name: cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide
• CAS No.: 128806-78-0
• Molecular Formula: Br*C₄₈H₅₆O₂P
• Molecular Weight: 775.849

Synonyms:

Chemical Property of cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide

There total 12 articles about cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide 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:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide (128806-78-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 8.4 percent / ZnCl₂ / nitromethane / 3 h / -20 °C

2: 90 percent / pyridine / CH₂Cl₂ / 24 h / 0 °C

3: 55 percent / 1.) POCl₃, pyridine, 2.) 1N NaOH / 1.) room temperature, overnight, 2.) ethanol, 0 deg C, 4 h

4: triethylamine / CH₂Cl₂ / -10 °C

5: 75 percent / potassium ethoxide / ethanol / 96 h / Ambient temperature

6: 76 percent / ammonium molybdate, H₂O₂ (33percent) / ethanol / 15 h / Ambient temperature

7: lithium diisopropylamide, / tetrahydrofuran / -78 deg C to room temperature, overnight

8: 1.) potassium tert-butoxide, 2.) citric acid / 1.) THF, room temperature, 2 h, 2.) methanol, 1h, 0 deg C

9: 1.07 g / CBr₄, triphenylphosphine / tetrahydrofuran / 0.5 h / Ambient temperature

10: tetrahydrofuran / Ambient temperature

With pyridine; sodium hydroxide; ammonium molybdate; carbon tetrabromide; potassium ethoxide; potassium tert-butylate; dihydrogen peroxide; triethylamine; triphenylphosphine; citric acid; zinc(II) chloride; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; nitromethane; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)85431-4

Reference yield:

2-r-Acetoxymethyl-1,3,3-trimethyl-4-c(3-methyl-2-buten-1-yl)-1-t-cyclohexanol (108287-02-1,108287-03-2,108287-04-3,108291-85-6) → cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide (128806-78-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) SeO₂, t-BuOOH, salicylic acid, 2.) NaBH₄ / 1.) CH₂Cl₂, 30 h, room temperature, 2.) MeOH, 0 deg C, 30 min

2: 90 percent / pyridine / CH₂Cl₂ / 24 h / 0 °C

3: 55 percent / 1.) POCl₃, pyridine, 2.) 1N NaOH / 1.) room temperature, overnight, 2.) ethanol, 0 deg C, 4 h

4: triethylamine / CH₂Cl₂ / -10 °C

5: 75 percent / potassium ethoxide / ethanol / 96 h / Ambient temperature

6: 76 percent / ammonium molybdate, H₂O₂ (33percent) / ethanol / 15 h / Ambient temperature

7: lithium diisopropylamide, / tetrahydrofuran / -78 deg C to room temperature, overnight

8: 1.) potassium tert-butoxide, 2.) citric acid / 1.) THF, room temperature, 2 h, 2.) methanol, 1h, 0 deg C

9: 1.07 g / CBr₄, triphenylphosphine / tetrahydrofuran / 0.5 h / Ambient temperature

10: tetrahydrofuran / Ambient temperature

With pyridine; tert.-butylhydroperoxide; sodium hydroxide; sodium tetrahydroborate; selenium(IV) oxide; ammonium molybdate; carbon tetrabromide; potassium ethoxide; potassium tert-butylate; dihydrogen peroxide; triethylamine; triphenylphosphine; salicylic acid; citric acid; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)85431-4

Reference yield:

γ-cis-1-hydroxymethyl-2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexane (128806-67-7) → cis-<-5-<<2,2-dimethyl-6-methylene-3-<4-(2,4,6-trimethylbenzoyloxy)-3-methyl-2-E-buten-1-yl>-cyclohexan-1-yl>>-3-methyl-2,4-pentadien-1-yl>-triphenylphosphonium bromide (128806-78-0)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / CH₂Cl₂ / -10 °C

2: 75 percent / potassium ethoxide / ethanol / 96 h / Ambient temperature

3: 76 percent / ammonium molybdate, H₂O₂ (33percent) / ethanol / 15 h / Ambient temperature

4: lithium diisopropylamide, / tetrahydrofuran / -78 deg C to room temperature, overnight

5: 1.) potassium tert-butoxide, 2.) citric acid / 1.) THF, room temperature, 2 h, 2.) methanol, 1h, 0 deg C

6: 1.07 g / CBr₄, triphenylphosphine / tetrahydrofuran / 0.5 h / Ambient temperature

7: tetrahydrofuran / Ambient temperature

With ammonium molybdate; carbon tetrabromide; potassium ethoxide; potassium tert-butylate; dihydrogen peroxide; triethylamine; triphenylphosphine; citric acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)85431-4

upstream raw materials:

2,4,6-Trimethyl-benzoic acid (E)-4-[(1R,3R)-3-((1E,3E)-5-bromo-3-methyl-penta-1,3-dienyl)-2,2-dimethyl-4-methylene-cyclohexyl]-2-methyl-but-2-enyl ester

triphenylphosphine

3,7-dimethyl-2E,6-octadien-1-yl acetate

2-r-Acetoxymethyl-1,3,3-trimethyl-4-c(3-methyl-2-buten-1-yl)-1-t-cyclohexanol

Downstream raw materials:

(+/-)all-E,cis-sarcinaxanthin di-(2,4,6-trimethylbenzoyl)-ester

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