C₆₆H₉₈O₈Si₃

Base Information

• Chemical Name: C₆₆H₉₈O₈Si₃
• CAS No.: 856410-71-4
• Molecular Formula: C₆₆H₉₈O₈Si₃
• Molecular Weight: 1103.76
• Mol file: 856410-71-4.mol

Synonyms:C₆₆H₉₈O₈Si₃

Chemical Property of C₆₆H₉₈O₈Si₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₆H₉₈O₈Si₃

There total 35 articles about C₆₆H₉₈O₈Si₃ 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: 95.0%

2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol (856410-48-5) + tert-butyldimethylsilyl chloride (18162-48-6) → C66H98O8Si3 (856410-71-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/anie.200500029

Reference yield:

3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propionaldehyde → C66H98O8Si3 (856410-71-4)

Guidance literature:

Multi-step reaction with 7 steps

1: PPh₃ / CH₂Cl₂ / 0 °C

2: 86 percent / PPh₃ / Pd(OAc)2 / tetrahydrofuran / 50 °C

3: 99 percent / PPTS / tetrahydrofuran; acetonitrile / 20 °C

4: 86 percent / SnCl₄ / CH₂Cl₂ / -78 °C

5: 86 percent / Dess-Martin periodinane

6: 92 percent / BH₃*THF; (R)-Corey-Bakshi-Shibata oxazaborolidine reagent / tetrahydrofuran / -40 °C

7: 95 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; borane-THF; (R)-Corey-Bakshi-Shibata oxazaborolidine reagent; pyridinium p-toluenesulfonate; tin(IV) chloride; Dess-Martin periodane; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Sakurai-Hosomi reaction / 5: Dess-Martin oxidation;

DOI:10.1002/anie.200500029

Reference yield:

3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propan-1-ol (856410-66-7) → C66H98O8Si3 (856410-71-4)

Guidance literature:

Multi-step reaction with 8 steps

1: Dess-Martin periodinane

2: PPh₃ / CH₂Cl₂ / 0 °C

3: 86 percent / PPh₃ / Pd(OAc)2 / tetrahydrofuran / 50 °C

4: 99 percent / PPTS / tetrahydrofuran; acetonitrile / 20 °C

5: 86 percent / SnCl₄ / CH₂Cl₂ / -78 °C

6: 86 percent / Dess-Martin periodinane

7: 92 percent / BH₃*THF; (R)-Corey-Bakshi-Shibata oxazaborolidine reagent / tetrahydrofuran / -40 °C

8: 95 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; borane-THF; (R)-Corey-Bakshi-Shibata oxazaborolidine reagent; pyridinium p-toluenesulfonate; tin(IV) chloride; Dess-Martin periodane; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Dess-Martin oxidation / 5: Sakurai-Hosomi reaction / 6: Dess-Martin oxidation;

DOI:10.1002/anie.200500029

upstream raw materials:

2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

tert-butyldimethylsilyl chloride

(E)-(S)-1-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-prop-2-en-1-ol

(2S,6R)-6-(3,3-Dibromo-allyl)-2-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-3,6-dihydro-2H-pyran

Downstream raw materials:

laulimalide

4-{(2R,6R)-6-[(7E,12E)-(2S,6S,10S,11S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-2-methyl-13-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-4-methylene-trideca-7,12-dienyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-yn-1-ol

Refernces