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

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Chemical Name:(S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol
CAS No.:289473-00-3
Molecular Formula:C₂₆H₃₀O₆S
Molecular Weight:470.587
Hs Code.:

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

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Chemical Property of (S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol

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Technology Process of (S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol

There total 11 articles about (S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-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: 64.0%

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

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

: 289473-00-3
(S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol

Guidance literature:: (2S)-2-(2,2-dibromo-vinyl)-4-methyl-3,6-dihydro-2H-pyran; With n-butyllithium; at -78 - 23 ℃; for 1h;

(2S)-2-(4-methoxy-phenyl)-methyloxy-4-phenyl-sulphonyl-butanal; at -78 ℃;
DOI:10.1016/S0040-4039(00)00715-2

Reference yield:

: 289472-93-1
(S)-4-Methyl-1-(tetrahydro-pyran-2-yloxy)-pent-4-en-2-ol

: 289473-00-3
(S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / KH; 18-crown-6 / tetrahydrofuran / 0 - 23 °C

2.1: Cl₂(PCy₃₀₂Ru=CHPh / CH₂Cl₂ / 2 h / 23 °C

3.1: 3.96 g / CSA / methanol / 1 h

4.1: 85 percent / DMSO; (COCl)2; iPr₂NEt / CH₂Cl₂ / -78 - 23 °C

5.1: 67 percent / PPh₃ / CH₂Cl₂ / 0 - 23 °C

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

6.2: 64 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; 18-crown-6 ether; camphor-10-sulfonic acid; potassium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; methanol; hexane; dichloromethane; 4.1: Swern oxidation;
DOI:10.1021/jo010854h

Reference yield:

: 289472-94-2
(2S)-2-(2-allyloxy-4-methyl-pent-4-enyloxy)-tetrahydropyran

: 289473-00-3
(S)-6-Benzenesulfonyl-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-yn-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: Cl₂(PCy₃₀₂Ru=CHPh / CH₂Cl₂ / 2 h / 23 °C

2.1: 3.96 g / CSA / methanol / 1 h

3.1: 85 percent / DMSO; (COCl)2; iPr₂NEt / CH₂Cl₂ / -78 - 23 °C

4.1: 67 percent / PPh₃ / CH₂Cl₂ / 0 - 23 °C

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

5.2: 64 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; methanol; hexane; dichloromethane; 3.1: Swern oxidation;
DOI:10.1021/jo010854h