C₃₄H₅₄SiO₄C₃H₂

Base Information

• Chemical Name: C₃₄H₅₄SiO₄C₃H₂
• CAS No.: 947304-85-0
• Molecular Formula: C₃₇H₅₆O₄Si
• Molecular Weight: 592.935
• Mol file: 947304-85-0.mol

Synonyms:C₃₄H₅₄SiO₄C₃H₂

Chemical Property of C₃₄H₅₄SiO₄C₃H₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₄H₅₄SiO₄C₃H₂

There total 16 articles about C₃₄H₅₄SiO₄C₃H₂ 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:

(E)-ethyl 11-(4-methoxybenzyloxy)undec-2-enoate (935746-64-8) → C34H54SiO4C3H2 (947304-85-0)

Guidance literature:

Multi-step reaction with 11 steps

1: 96 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

2: 94 percent / TsOH / CH₂Cl₂ / 20 °C

3: 95 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / 0 - 20 °C

4: 89 percent / N-chlorosuccinimide; PPh₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C

6: 98 percent / imidazole / CH₂Cl₂ / 0 °C

7: 86 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 6 h

8: 91 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

9: 90 percent / Li; liq. NH₃ / tetrahydrofuran / 1 h / -78 °C

10: 92 percent / TsOH / CH₂Cl₂ / 20 °C

11: IBX / ethyl acetate / 5 h / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; copper(l) iodide; n-butyllithium; methanesulfonamide; ammonia; lithium; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; bis-triphenylphosphine-palladium(II) chloride; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation / 7: Sonogashira coupling / 8: Sharpless asymmetric dihydroxylation / 9: Birch reduction;

DOI:10.1016/j.tet.2007.05.047

Reference yield:

(4S,5R)-4-(8-(4-methoxybenzyloxy)octyl)-5-(chloromethyl)-2,2-dimethyl-1,3-dioxolane (935746-68-2) → C34H54SiO4C3H2 (947304-85-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C

2: 98 percent / imidazole / CH₂Cl₂ / 0 °C

3: 86 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 6 h

4: 91 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

5: 90 percent / Li; liq. NH₃ / tetrahydrofuran / 1 h / -78 °C

6: 92 percent / TsOH / CH₂Cl₂ / 20 °C

7: IBX / ethyl acetate / 5 h / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; n-butyllithium; methanesulfonamide; ammonia; lithium; potassium carbonate; toluene-4-sulfonic acid; triethylamine; potassium hexacyanoferrate(III); 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; bis-triphenylphosphine-palladium(II) chloride; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; tert-butyl alcohol; 3: Sonogashira coupling / 4: Sharpless asymmetric dihydroxylation / 5: Birch reduction;

DOI:10.1016/j.tet.2007.05.047

Reference yield:

(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (935746-66-0) → C34H54SiO4C3H2 (947304-85-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / 0 - 20 °C

2: 89 percent / N-chlorosuccinimide; PPh₃ / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C

4: 98 percent / imidazole / CH₂Cl₂ / 0 °C

5: 86 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 6 h

6: 91 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

7: 90 percent / Li; liq. NH₃ / tetrahydrofuran / 1 h / -78 °C

8: 92 percent / TsOH / CH₂Cl₂ / 20 °C

9: IBX / ethyl acetate / 5 h / Heating

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; copper(l) iodide; n-butyllithium; methanesulfonamide; ammonia; lithium; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; bis-triphenylphosphine-palladium(II) chloride; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene; tert-butyl alcohol; 5: Sonogashira coupling / 6: Sharpless asymmetric dihydroxylation / 7: Birch reduction;

DOI:10.1016/j.tet.2007.05.047

upstream raw materials:

(S,E)-9-(tert-butyldiphenylsilyloxy)-11-((4S,5S)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)undec-10-en-1-ol

(S)-11-(4-methoxybenzyloxy)undec-1-yn-3-ol

(E)-ethyl 11-(4-methoxybenzyloxy)undec-2-enoate

((4S,5S)-5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

Downstream raw materials:

(S,E)-9-(tert-butyldiphenylsilyloxy)-11-((4S,5S)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)undec-10-enoic acid

(9S,10E,12S,13S)-(-)-9,12,13-trihydroxy-10-octadecenoic acid