(S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene

Base Information

• Chemical Name: (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene
• CAS No.: 1192030-64-0
• Molecular Formula: C₂₇H₃₈O₄Si
• Molecular Weight: 454.682

Synonyms:(S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene

Chemical Property of (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene

Chemical Property:

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Technology Process of (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene

There total 1 articles about (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene 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: 76.0%

(12S,Z)-11-(methoxymethoxy)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadec-9-ene → (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene (1192030-64-0)

Guidance literature:

With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; Inert atmosphere;

DOI:10.1021/ja9073694

Reference yield: 59.0%

5-hydroxynaphtho-1,4-quinone (481-39-0) + (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene (1192030-64-0) → (1R,2R,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenylsilyloxy)ethyl)-8-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,2,3,4,4a,9a-hexahydroanthracene-9,10-dione (1192030-69-5) + (1R,2R,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenylsilyloxy)ethyl)-5-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,2,3,4,4a,9a-hexahydroanthracene-9,10-dione (1192030-68-4)

Guidance literature:

5-hydroxynaphtho-1,4-quinone; (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene; In dichloromethane; at 25 ℃; for 48h; Inert atmosphere;

With palladium 10% on activated carbon; hydrogen; In methanol; for 48h; regioselective reaction;

DOI:10.1021/ja9073694

Reference yield:

5-hydroxynaphtho-1,4-quinone (481-39-0) + (S,8E,10E)-10,12,15,15-tetramethyl-14,14-diphenyl-2,5,7,13-tetraoxa-14-silahexadeca-8,10-diene (1192030-64-0) → (1S,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenyl-silyloxy)ethyl)-8-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,4,4a,9a-tetrahydro-anthracene-9,10-dione (1192030-67-3) + (1S,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenylsilyloxy)ethyl)-5-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione (1192030-66-2)

Guidance literature:

In dichloromethane; at 25 ℃; for 48h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ja9073694

Downstream raw materials:

(1S,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenyl-silyloxy)ethyl)-8-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,4,4a,9a-tetrahydro-anthracene-9,10-dione

(1S,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenylsilyloxy)ethyl)-5-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione

(1R,2R,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenylsilyloxy)ethyl)-8-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,2,3,4,4a,9a-hexahydroanthracene-9,10-dione

(1R,2R,4S,4aR,9aR)-1-((S)-1-(tert-butyldiphenylsilyloxy)ethyl)-5-hydroxy-4-((2-methoxyethoxy)methoxy)-2-methyl-1,2,3,4,4a,9a-hexahydroanthracene-9,10-dione

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