3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

Base Information

Chemical Name:3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester
CAS No.:877374-43-1
Molecular Formula:C₄₀H₆₀O₆Si
Molecular Weight:664.998
Hs Code.:

3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

Synonyms:3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

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Chemical Property of 3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

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Technology Process of 3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

There total 16 articles about 3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester 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:

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

: 877374-43-1
3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 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

4.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

5.1: 0.658 g / toluene / 80 °C

With pyridine; lithium borohydride; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; sodium hexamethyldisilazane; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; 3.1: Diels-Alder reaction / 5.1: Wittig reaction;
DOI:10.1021/ja056334b

Reference yield:

: 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

: 877374-43-1
3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 0.658 g / toluene / 80 °C

With pyridine; Dess-Martin periodane; In dichloromethane; toluene; 2: Wittig reaction;
DOI:10.1021/ja056334b

Reference yield:

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

: 877374-43-1
3-[(2R,8R,9R)-8-benzyloxy-9-benzyloxymethyl-8-methyl-4-triisopropylsilanyloxymethyl-2,3,6,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 88 percent / phenyl disulfide / benzene / 2 h / 20 °C / UV-irradiation

2.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

3.1: 0.658 g / toluene / 80 °C

With pyridine; Cl₂(PCy₃)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC₆H₅; Dess-Martin periodane; In hexane; dichloromethane; toluene; 1.1: Diels-Alder reaction / 3.1: Wittig reaction;
DOI:10.1021/ja056334b