C₃₉H₆₈O₄Si₂

Base Information

• Chemical Name: C₃₉H₆₈O₄Si₂
• CAS No.: 1186587-47-2
• Molecular Formula: C₃₉H₆₈O₄Si₂
• Molecular Weight: 657.138
• Mol file: 1186587-47-2.mol

Synonyms:C₃₉H₆₈O₄Si₂

Chemical Property of C₃₉H₆₈O₄Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₉H₆₈O₄Si₂

There total 2 articles about C₃₉H₆₈O₄Si₂ 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: 65.0%

methyl (R)-3-(benzo[d]thiazol-2-ylsulfonyl)-2-methylpropanoate (1186587-41-6) + (5E,7E)-(1S,3R,20S)-1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-20-methyl-9,10-secopregna-5,7,10(19)-trien-21-al (112828-13-4) → C39H68O4Si2 (1186587-47-2)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tetlet.2009.06.049

Reference yield:

(1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-20(S)-(hydroxymethyl)-9,10-secopregna-5(E),7(E),10(19)-triene (128387-35-9) → C39H68O4Si2 (1186587-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / Molecular sieve

2: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 2: |Julia-Kocienski Olefination;

DOI:10.1016/j.bmcl.2012.07.095

Reference yield: 85.0%

C39H68O4Si2 (1186587-47-2) + methyllithium (917-54-4) → C40H72O3Si2 (1186657-75-9)

Guidance literature:

In diethyl ether; at -78 ℃;

DOI:10.1016/j.tetlet.2009.06.049

upstream raw materials:

methyl (R)-3-(benzo[d]thiazol-2-ylsulfonyl)-2-methylpropanoate

(5E,7E)-(1S,3R,20S)-1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-20-methyl-9,10-secopregna-5,7,10(19)-trien-21-al

(1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-20(S)-(hydroxymethyl)-9,10-secopregna-5(E),7(E),10(19)-triene

Downstream raw materials:

C₄₀H₇₂O₃Si₂

C₄₂H₇₆O₃Si₂

C₃₀H₄₈O₃

Refernces

• 1、 Gándara, Zoila,Pérez, Manuel,Pérez-García, Xenxo,Gómez, Generosa,Fall, Yagamare. "Stereoselective synthesis of (22Z)-25-hydroxyvitamin D2 and (22Z)-1α,25-dihydroxyvitamin D2". body text. p. 4874 - 4877. Retrieved 2009/11/30.