Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

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Chemical Name:Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester
CAS No.:1027080-08-5
Molecular Formula:C₃₆H₄₆O₄Si
Molecular Weight:570.844
Hs Code.:

Synonyms:Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

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Chemical Property of Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

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Technology Process of Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

There total 9 articles about Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl 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: 94.0%

: 98-88-4
benzoyl chloride

: (E)-(5R,6S)-11-(tert-Butyl-diphenyl-silanyloxy)-5,9-dimethyl-undeca-1,9-diene-5,6-diol

: 1027080-08-5
Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

Guidance literature:: With pyridine; dmap; Ambient temperature;
DOI:10.1248/cpb.44.627

Reference yield:

: 135897-92-6
ethyl (2E,6E)-8-hydroxy-2,6-dimethylocta-2,6-dienoate

: 1027080-08-5
Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / imidazole / dimethylformamide / Ambient temperature

2: 94 percent / DIBAH / toluene / -78 °C

3: 88 percent / tBuOOH, (-)DIPT, Ti(O-iPr)4 / CH₂Cl₂ / -25 °C

4: 83 percent / Ti(O-iPr)4 / CH₂Cl₂ / 0 - 20 °C

5: 82 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

6: 71 percent / K₂CO₃, MeOH / Ambient temperature

7: 40 percent / CuI / tetrahydrofuran / Ambient temperature

8: 94 percent / DMAP, pyridine / Ambient temperature

With pyridine; 1H-imidazole; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; dmap; copper(l) iodide; (-)-diisopropyl tartrate; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.44.627

Reference yield:

: 117638-13-8
(Δ^2,3E,Δ^6,7E)-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1,8-diol

: 1027080-08-5
Benzoic acid (E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-1-((R)-1-hydroxy-1-methyl-pent-4-enyl)-4-methyl-hex-4-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / tBuOOH, (-)DIPT, Ti(O-iPr)4 / CH₂Cl₂ / -25 °C

2: 83 percent / Ti(O-iPr)4 / CH₂Cl₂ / 0 - 20 °C

3: 82 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

4: 71 percent / K₂CO₃, MeOH / Ambient temperature

5: 40 percent / CuI / tetrahydrofuran / Ambient temperature

6: 94 percent / DMAP, pyridine / Ambient temperature

With pyridine; titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; dmap; copper(l) iodide; (-)-diisopropyl tartrate; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.44.627