(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Base Information

Chemical Name:(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one
CAS No.:902782-27-8
Molecular Formula:C₄₆H₈₃O₉PSi₃
Molecular Weight:895.39
Hs Code.:

(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Synonyms:(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

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Chemical Property of (5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

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Technology Process of (5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

There total 9 articles about (5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one 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:

: C₄₆H₈₃O₈Si₃P

: 902782-27-8
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: With dihydrogen peroxide; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1002/anie.200600458

Reference yield:

: 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

: 902782-27-8
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 2.40 g / Bu₄NOH / tetrahydrofuran; methanol / 6 h / -18 °C

2: 86 percent / pyridinium p-toluenesulfonate / methanol; tetrahydrofuran / 20 °C

3: 94 percent / Ti(O-iPr)4 / benzene / 0.33 h / 80 °C

4: 88 percent / Bu₄NF / tetrahydrofuran / 0.83 h / 0 - 20 °C

5: 83 percent / Zn; dibromoethane; LiBr / CuBr / ethanol; tetrahydrofuran / 2 h / 80 °C

6: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

7: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

8: 87 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0.5 h / 0 °C

9: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 20 °C

10: 121 mg / H₂O₂ / CH₂Cl₂ / 2 h / 0 °C

With pyridine; 2,6-dimethylpyridine; 1H-tetrazole; titanium(IV) isopropylate; 1,1-Dibromoethane; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide; pyridinium p-toluenesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1002/anie.200600458

Reference yield:

: 902782-16-5
ethyl (2Z,4S,5S,6E,8R,9R,11R,14Z)-11-(tert-butyldimethylsiloxy)-8-[2-(tert-butyldiphenylsiloxy)ethyl]-15-cyclohexyl-4-ethyl-9-(4-methoxybenzyloxy)-5,8-bis(triethylsiloxy)pentadeca-2,6,14-trien-12-ynoate

: 902782-27-8
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-6-(triethylsilyloxy)-3-(2-(triethylsilyloxy)ethyl)-3-(trimethylsilyloxy)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 86 percent / pyridinium p-toluenesulfonate / methanol; tetrahydrofuran / 20 °C

2: 94 percent / Ti(O-iPr)4 / benzene / 0.33 h / 80 °C

3: 88 percent / Bu₄NF / tetrahydrofuran / 0.83 h / 0 - 20 °C

4: 83 percent / Zn; dibromoethane; LiBr / CuBr / ethanol; tetrahydrofuran / 2 h / 80 °C

5: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

6: 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

7: 87 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0.5 h / 0 °C

8: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 20 °C

9: 121 mg / H₂O₂ / CH₂Cl₂ / 2 h / 0 °C

With pyridine; 2,6-dimethylpyridine; 1H-tetrazole; titanium(IV) isopropylate; 1,1-Dibromoethane; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1002/anie.200600458