C₃₉H₆₀O₅Si₂

Base Information

• Chemical Name: C₃₉H₆₀O₅Si₂
• CAS No.: 944823-25-0
• Molecular Formula: C₃₉H₆₀O₅Si₂
• Molecular Weight: 665.073
• Mol file: 944823-25-0.mol

Synonyms:C₃₉H₆₀O₅Si₂

Chemical Property of C₃₉H₆₀O₅Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₉H₆₀O₅Si₂

There total 10 articles about C₃₉H₆₀O₅Si₂ 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: 67.0%

C14H11Cl3O3 (872513-16-1) + 5-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-2,4-dimethyl-hept-2-en-1-ol (918868-28-7) → C39H60O5Si2 (944823-25-0)

Guidance literature:

With pyridine; In toluene; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2007.02.107

Reference yield:

(2S)-methyl 3-(tert-butyldiphenylsilyloxy)-2-methoxy-propionate (918868-38-9) → C39H60O5Si2 (944823-25-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 90 percent / DIBAL-H / CH₂Cl₂; hexane / 2.5 h / 20 °C

2.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: MgBr₂*OEt₂ / CH₂Cl₂ / 0.67 h / -21 °C

3.2: 87 percent / CH₂Cl₂ / 7 h / -60 °C

4.1: 93 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

5.1: OsO₄; N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O / 6.5 h / 20 °C

6.1: NaIO₄ / tetrahydrofuran; H₂O / 3 h / 20 °C

7.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.5 h / 0 °C

7.2: 4.77 g / tetrahydrofuran; toluene / 18 h / -78 °C

8.1: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / 20 °C

9.1: 67 percent / pyridine / toluene / 24 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; magnesium bromide; In tetrahydrofuran; hexane; dichloromethane; water; toluene; tert-butyl alcohol; 2.1: Swern oxidation / 7.2: Still-Gennari olefination;

DOI:10.1016/j.tet.2007.02.107

Reference yield:

(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4-methyl-hex-5-en-3-ol (848035-35-8) → C39H60O5Si2 (944823-25-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 93 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

2.1: OsO₄; N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O / 6.5 h / 20 °C

3.1: NaIO₄ / tetrahydrofuran; H₂O / 3 h / 20 °C

4.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.5 h / 0 °C

4.2: 4.77 g / tetrahydrofuran; toluene / 18 h / -78 °C

5.1: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / 20 °C

6.1: 67 percent / pyridine / toluene / 24 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; water; toluene; tert-butyl alcohol; 4.2: Still-Gennari olefination;

DOI:10.1016/j.tet.2007.02.107

upstream raw materials:

C₁₄H₁₁Cl₃O₃

5-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-2,4-dimethyl-hept-2-en-1-ol

(2S)-methyl 3-(tert-butyldiphenylsilyloxy)-2-methoxy-propionate

(2S,3S,4R)-1-(tert-butyldiphenylsilyloxy)-2-methoxy-4-methyl-hex-5-en-3-ol