(1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

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Chemical Name:(1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol
CAS No.:289473-02-5
Molecular Formula:C₂₆H₃₂O₆S
Molecular Weight:472.602
Hs Code.:

Synonyms:(1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

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Chemical Property of (1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

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Technology Process of (1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

There total 17 articles about (1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-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: 81.0%

: 289473-04-7
(3S,4S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol

: 289473-02-5
(1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at -20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)00715-2

Reference yield:

: 289472-99-7
(2S)-2-(4-methoxy-phenyl)-methyloxy-4-phenyl-sulphonyl-butanal

: 289473-02-5
(1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 23 °C

1.2: 64 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.17 h / 23 °C

3.1: 87 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

4.1: 81 percent / Red-Al / tetrahydrofuran / -40 - -20 °C

With n-butyllithium; L-Selectride; Dess-Martin periodane; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo010854h

Reference yield:

: 289472-92-0
(2S)-2-(2,2-dibromo-vinyl)-4-methyl-3,6-dihydro-2H-pyran

: 289473-02-5
(1E,3S,4S)-6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]-hex-1-en-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 23 °C

1.2: 64 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.17 h / 23 °C

3.1: 87 percent / L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

4.1: 81 percent / Red-Al / tetrahydrofuran / -40 - -20 °C

With n-butyllithium; L-Selectride; Dess-Martin periodane; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo010854h