(2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

Base Information

Chemical Name:(2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol
CAS No.:877374-42-0
Molecular Formula:C₃₅H₅₄O₅Si
Molecular Weight:582.896
Hs Code.:

Synonyms:(2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

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Chemical Property of (2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

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Technology Process of (2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

There total 14 articles about (2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol 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: 88.0%

: 877374-41-9
(2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-en-1-ol

: 877374-42-0
(2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

Guidance literature:: (2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-en-1-ol; With Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In hexane; for 1h; Heating;

With diphenyldisulfane; In benzene; at 20 ℃; for 2h; UV-irradiation;
DOI:10.1021/ja056334b

Reference yield:

: 877374-30-6
(2-iodomethyl-allyloxy)-triisopropyl-silane

: 877374-42-0
(2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / -78 °C

1.2: 94 percent / tetrahydrofuran; toluene / 1.25 h / -78 - -45 °C

2.1: 76 percent / lithium borohydride / methanol; diethyl ether / 1 h / 0 °C

3.1: Cl₂(Cy₃P)(sIMes)Ru=ChPh / hexane / 1 h / Heating

3.2: 88 percent / phenyl disulfide / benzene / 2 h / 20 °C / UV-irradiation

With lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; sodium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; hexane; toluene; 3.1: Diels-Alder reaction;
DOI:10.1021/ja056334b

Reference yield:

: 877374-31-7
(4S)-3-{(2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-enoyl}-4-isopropyl-oxazolidin-2-one

: 877374-42-0
(2R,8R,9R)-(8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl)-methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 76 percent / lithium borohydride / methanol; diethyl ether / 1 h / 0 °C

2.1: Cl₂(Cy₃P)(sIMes)Ru=ChPh / hexane / 1 h / Heating

2.2: 88 percent / phenyl disulfide / benzene / 2 h / 20 °C / UV-irradiation

With lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; In methanol; diethyl ether; hexane; 2.1: Diels-Alder reaction;
DOI:10.1021/ja056334b