(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

Base Information

Chemical Name:(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran
CAS No.:1314809-00-1
Molecular Formula:C₃₂H₅₄O₆Si₂
Molecular Weight:590.948
Hs Code.:

(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

Synonyms:(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

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Chemical Property of (2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

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Technology Process of (2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

There total 7 articles about (2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran 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: 21.0%

: 1314808-98-4
(3S,11R,6E)-11-(tert-butyldimethylsilyloxy)-4,4-dimethyl-3-(4-methoxybenzyloxy)-12-(2-trimethylsilylethoxy)methoxy-9-[(E)-trimethylsilylmethylidene]dodeca-1,6-dien-5-one

: 1314809-02-3
(2R,6R)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

: 1314809-00-1
(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; for 18.5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.03.113

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 1314809-02-3
(2R,6R)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

: 1314809-00-1
(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: magnesium / tetrahydrofuran / Inert atmosphere; Reflux

2.2: 1 h / -10 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

4.1: zinc(II) iodide / dichloromethane / 24 h / 20 °C / Inert atmosphere; Molecular sieve; Darkness

5.1: pyridine hydrogenfluoride / tetrahydrofuran / 18.5 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; pyridine hydrogenfluoride; magnesium; N-ethyl-N,N-diisopropylamine; zinc(II) iodide; In tetrahydrofuran; dichloromethane; 5.1: oxy-Michael reaction;
DOI:10.1016/j.tet.2011.03.113

Reference yield:

: 1314808-90-6
(R)-1-[(2-trimethylsilylethoxy)methoxy]-4-(trimethylsilylmethyl)pent-4-en-2-ol

: 1314809-02-3
(2R,6R)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

: 1314809-00-1
(2R,6S)-6-[(4S)-3,3-dimethyl-4-(4-methoxybenzyloxy)-2-oxohex-5-enyl]-2-[(2-trimethylsilylethoxy)methoxy]-4-[(E)-trimethylsilylmethylidene]tetrahydropyran

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2: zinc(II) iodide / dichloromethane / 24 h / 20 °C / Inert atmosphere; Molecular sieve; Darkness

3: pyridine hydrogenfluoride / tetrahydrofuran / 18.5 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; pyridine hydrogenfluoride; zinc(II) iodide; In tetrahydrofuran; dichloromethane; 3: oxy-Michael reaction;
DOI:10.1016/j.tet.2011.03.113