(4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

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Chemical Name:(4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene
CAS No.:1083349-11-4
Molecular Formula:C₃₉H₆₆O₆Si₂
Molecular Weight:687.12
Hs Code.:

Synonyms:(4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

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Chemical Property of (4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

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Technology Process of (4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

There total 7 articles about (4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene 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: 98.0%

: 13154-24-0
triisopropylsilyl chloride

: 1083349-09-0
(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

: 1083349-11-4
(4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.tetlet.2008.08.075

Reference yield:

: 807363-99-1
methyl (2Z,5R)-5-hydroxy-6-(4-methoxybenzyloxy)-3-prop-2-enylhex-2-enoate

: 1083349-11-4
(4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 2 h / 20 °C

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 4 h / 20 °C

3.1: sodium periodate / methanol; tetrahydrofuran / 0 °C

3.2: 1 h / Cooling

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

5.1: diisobutylaluminium hydride / methanol; n-heptane; toluene / -78 - 0 °C

5.2: 1 h / 20 °C

6.1: 1H-imidazole / dichloromethane / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/c7ob02127e

Reference yield:

: 1083349-08-9
methyl (2Z,5R)-3-(2-hydroxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-enoate

: 1083349-11-4
(4Z,2R)-4-(2-benzyloxymethoxyethyl)-1-(4-methoxybenzyloxy)-2-triethylsilyloxy-6-tri-isopropylsilyloxyhex-4-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

2.1: diisobutylaluminium hydride / methanol; n-heptane; toluene / -78 - 0 °C

2.2: 1 h / 20 °C

3.1: 1H-imidazole / dichloromethane / 20 °C

With 1H-imidazole; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; toluene;
DOI:10.1039/c7ob02127e