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

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Chemical Name:(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-3,6-dihydroxy-3-(2-(hydroxy)ethyl)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one
CAS No.:902782-28-9
Molecular Formula:C₃₁H₄₇O₉P
Molecular Weight:594.683
Hs Code.:

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

There total 10 articles about (5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-3,6-dihydroxy-3-(2-(hydroxy)ethyl)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: 92.0%

: 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

: 902782-28-9
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-3,6-dihydroxy-3-(2-(hydroxy)ethyl)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: With acetyl chloride; In tetrahydrofuran; methanol; dichloromethane; at 0 ℃; for 0.333333h;
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

: 902782-28-9
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-3,6-dihydroxy-3-(2-(hydroxy)ethyl)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 11 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

11: 92 percent / AcCl / methanol; tetrahydrofuran; CH₂Cl₂ / 0.33 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; acetyl chloride; 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

: 902782-28-9
(5S,6S)-6-[(1E,3R,4R,6R,7Z,9Z)-10-cyclohexyl-4-(diallyloxyphosphinyl)-3,6-dihydroxy-3-(2-(hydroxy)ethyl)deca-1,7,9-trienyl]-5-ethyl-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 10 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

10: 92 percent / AcCl / methanol; tetrahydrofuran; CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; 2,6-dimethylpyridine; 1H-tetrazole; titanium(IV) isopropylate; 1,1-Dibromoethane; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; acetyl chloride; 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