ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

Base Information

Chemical Name:ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate
CAS No.:902782-15-4
Molecular Formula:C₆₇H₁₀₈O₇SSi₄
Molecular Weight:1170
Hs Code.:

ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

Synonyms:ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

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Chemical Property of ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

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Technology Process of ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

There total 1 articles about ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate 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: 90.0%

: (R)-4-benzyl-3-[(2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynoyl]oxazolidin-2-one

: 30383-01-8
lithium thioethoxide

: 902782-15-4
ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 1.5h;
DOI:10.1002/anie.200600458

Reference yield:

: 902782-15-4
ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

: 902782-38-1
(2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-[2-(tert-butyldiphenylsiloxy)ethyl]-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynal

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.5h;
DOI:10.1002/anie.200600458

Reference yield:

: 902782-15-4
ethyl (2R,3S,4E,6R,7R,9R,12Z)-9-(tert-butyldimethylsiloxy)-6-(2-(tert-butyldiphenylsiloxy)ethyl)-13-cyclohexyl-2-ethyl-7-(4-methoxybenzyloxy)-3,6-bis(triethylsiloxy)trideca-4,12-dien-10-ynethioate

: 902782-19-8
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-3,6-dihydroxy-3-(2-hydroxyethyl)-(4-methoxybenzyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: diisobutylaluminium hydride / toluene; hexane / 0.5 h / -78 °C

2: 2.40 g / Bu₄NOH / tetrahydrofuran; methanol / 6 h / -18 °C

3: 86 percent / pyridinium p-toluenesulfonate / methanol; tetrahydrofuran / 20 °C

4: 94 percent / Ti(O-iPr)4 / benzene / 0.33 h / 80 °C

5: 88 percent / Bu₄NF / tetrahydrofuran / 0.83 h / 0 - 20 °C

6: 83 percent / Zn; dibromoethane; LiBr / CuBr / ethanol; tetrahydrofuran / 2 h / 80 °C

With titanium(IV) isopropylate; 1,1-Dibromoethane; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; ethanol; hexane; toluene; benzene;
DOI:10.1002/anie.200600458