diethyl (1R,5S,6R,7R,R_S)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.0^1,5]undec-8-ene-3,3-dicarboxylate

Base Information

• Chemical Name: diethyl (1R,5S,6R,7R,R_S)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.0^1,5]undec-8-ene-3,3-dicarboxylate
• CAS No.: 266322-05-8
• Molecular Formula: C₂₉H₄₀O₈SSi
• Molecular Weight: 576.783

Synonyms:diethyl (1R,5S,6R,7R,R_S)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.0^1,5]undec-8-ene-3,3-dicarboxylate

Chemical Property of diethyl (1R,5S,6R,7R,R_S)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.0^1,5]undec-8-ene-3,3-dicarboxylate

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Technology Process of diethyl (1R,5S,6R,7R,R_S)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.0^1,5]undec-8-ene-3,3-dicarboxylate

There total 1 articles about diethyl (1R,5S,6R,7R,R_S)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.0^1,5]undec-8-ene-3,3-dicarboxylate 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:

diethyl 2-[(3-tert-butyldimethylsilyloxy-4-oxo-4H-2-pyranyl)methyl]-2-[(2E,RS)-3-p-tolylsulfinyl-2-propenyl]malonate (266322-02-5) → diethyl (1S,5R,6S,7S,RS)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.01,5]undec-8-ene-3,3-dicarboxylate + diethyl (1R,5S,6R,7R,RS)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.01,5]undec-8-ene-3,3-dicarboxylate (266322-05-8)

Guidance literature:

In toluene; for 3.5h; Heating;

DOI:10.1021/ol005724u

Reference yield: 90.0%

diethyl (1R,5S,6R,7R,RS)-9-tert-butyldimethylsilyloxy-6-p-tolylsulfinyl-10-oxo-11-oxatricyclo[5.3.1.01,5]undec-8-ene-3,3-dicarboxylate (266322-05-8) → 9-(tert-butyl-dimethyl-silanyloxy)-10-oxo-6-p-tolylsulfanyl-11-oxa-tricyclo[5.3.1.01,5]undec-8-ene-3,3-dicarboxylic acid diethyl ester

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide;

DOI:10.1021/ol005724u

upstream raw materials:

diethyl 2-[(3-tert-butyldimethylsilyloxy-4-oxo-4H-2-pyranyl)methyl]-2-[(2E,R_S)-3-p-tolylsulfinyl-2-propenyl]malonate

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