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

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Chemical Name:(2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-en-1-ol
CAS No.:877374-41-9
Molecular Formula:C₃₇H₅₈O₅Si
Molecular Weight:610.95
Hs Code.:

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

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Chemical Property of (2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-en-1-ol

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Technology Process of (2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-en-1-ol

There total 13 articles about (2R)-2-[(1R,2R)-2-benzyloxy-1-benzyloxymethyl-2-methyl-hex-5-enyloxy]-4-triisopropylsilanyloxymethyl-pent-4-en-1-ol 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: 76.0%

: 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

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

Guidance literature:: With lithium borohydride; In methanol; diethyl ether; at 0 ℃; for 1h;
DOI:10.1021/ja056334b

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With lithium borohydride; sodium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1021/ja056334b

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

2.1: 90 percent / NaI / acetone / 12 h / 20 °C

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

3.2: 94 percent / tetrahydrofuran; toluene / 1.25 h / -78 - -45 °C

4.1: 76 percent / lithium borohydride / methanol; diethyl ether / 1 h / 0 °C

With 1H-imidazole; lithium borohydride; sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;
DOI:10.1021/ja056334b