C₆₈H₉₈O₁₂Si

Base Information

• Chemical Name: C₆₈H₉₈O₁₂Si
• CAS No.: 865540-30-3
• Molecular Formula: C₆₈H₉₈O₁₂Si
• Molecular Weight: 1135.6
• Mol file: 865540-30-3.mol

Synonyms:C₆₈H₉₈O₁₂Si

Chemical Property of C₆₈H₉₈O₁₂Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₈H₉₈O₁₂Si

There total 24 articles about C₆₈H₉₈O₁₂Si 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: 82.0%

(5S,6R,7S)-1-[(2S,3R,5R,7S,8R)-3-Hydroxy-7-(4-methoxy-benzyloxy)-3,5-dimethyl-8-triisopropylsilanyloxymethyl-oxocan-2-yl]-7-(4-methoxy-benzyloxy)-6-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyloxy]-5-methyl-dec-9-en-3-one → C68H98O12Si (865540-30-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 1h; Heating;

DOI:10.1021/ol051543m

Reference yield:

(2S,3R,4S)-4-Benzyloxy-2-methyl-hept-6-ene-1,3-diol (865540-44-9) → C68H98O12Si (865540-30-3)

Guidance literature:

Multi-step reaction with 17 steps

1.1: 96 percent / imidazole / dimethylformamide / 20 h / 70 °C

2.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

2.2: 81 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

3.1: triethylamine / tetrahydrofuran / -78 - 0 °C

4.1: 71 percent / n-BuLi / tetrahydrofuran; hexane; CH₂Cl₂ / 1 h / -78 °C

5.1: TiCl₄; (-)-sparteine / CH₂Cl₂ / -78 - -40 °C

5.2: 50 percent / CH₂Cl₂ / 0.33 h / -78 °C

6.1: lithium borohydride / diethyl ether; methanol; tetrahydrofuran / 1 h / 0 °C

7.1: 0.901 g / sodium; naphthalene / tetrahydrofuran / 0 °C

8.1: sodium hydride / dimethylformamide; various solvent(s) / 0 - 20 °C

9.1: 0.801 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

10.1: 85 percent / imidazole; triphenylphosphine; iodine / benzene / 1 h / 20 °C

11.1: 91 percent / dimethylsulfoxide / 15 h

12.1: 85 percent / KOH; H₂O / ethanol / 168 h / Heating

13.1: 95 percent / anhydrous K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

14.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

14.2: 91 percent / tetrahydrofuran; hexane / 1 h / -78 °C

15.1: 96 percent / Ba(OH)2 / tetrahydrofuran; H₂O / 0.5 h / 20 °C

16.1: [PPh₃CuH]6; dimethylphenyl silane / toluene / 3 h / 20 °C

17.1: 82 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / Heating

With 1H-imidazole; barium dihydroxide; potassium hydroxide; lithium borohydride; n-butyllithium; naphthalene; (PPh₃CuH)6; tetrabutyl ammonium fluoride; water; iodine; sodium; pyridinium p-toluenesulfonate; titanium tetrachloride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; (-)-sparteine; 2,3-dimethyl-1-silyl-benzene; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene; 15.1: Horner-Wadsworth-Emmons coupling;

DOI:10.1021/ol051543m

Reference yield:

(2S,3R,4S)-4-Benzyloxy-2-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (865540-24-5) → C68H98O12Si (865540-30-3)

Guidance literature:

Multi-step reaction with 16 steps

1.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

1.2: 81 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / -78 - 0 °C

3.1: 71 percent / n-BuLi / tetrahydrofuran; hexane; CH₂Cl₂ / 1 h / -78 °C

4.1: TiCl₄; (-)-sparteine / CH₂Cl₂ / -78 - -40 °C

4.2: 50 percent / CH₂Cl₂ / 0.33 h / -78 °C

5.1: lithium borohydride / diethyl ether; methanol; tetrahydrofuran / 1 h / 0 °C

6.1: 0.901 g / sodium; naphthalene / tetrahydrofuran / 0 °C

7.1: sodium hydride / dimethylformamide; various solvent(s) / 0 - 20 °C

8.1: 0.801 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

9.1: 85 percent / imidazole; triphenylphosphine; iodine / benzene / 1 h / 20 °C

10.1: 91 percent / dimethylsulfoxide / 15 h

11.1: 85 percent / KOH; H₂O / ethanol / 168 h / Heating

12.1: 95 percent / anhydrous K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

13.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

13.2: 91 percent / tetrahydrofuran; hexane / 1 h / -78 °C

14.1: 96 percent / Ba(OH)2 / tetrahydrofuran; H₂O / 0.5 h / 20 °C

15.1: [PPh₃CuH]6; dimethylphenyl silane / toluene / 3 h / 20 °C

16.1: 82 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / Heating

With 1H-imidazole; barium dihydroxide; potassium hydroxide; lithium borohydride; n-butyllithium; naphthalene; (PPh₃CuH)6; tetrabutyl ammonium fluoride; water; iodine; sodium; pyridinium p-toluenesulfonate; titanium tetrachloride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; (-)-sparteine; 2,3-dimethyl-1-silyl-benzene; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene; 14.1: Horner-Wadsworth-Emmons coupling;

DOI:10.1021/ol051543m

upstream raw materials:

(2S,3R,4S)-4-Benzyloxy-2-methyl-hept-6-ene-1,3-diol

(2S,3R,4S)-4-Benzyloxy-2-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetic acid

(2S,3R)-2-[(1R,2S)-2-Hydroxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-hex-5-ene-1,3-diol