(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

Base Information

Chemical Name:(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol
CAS No.:1440432-57-4
Molecular Formula:C₂₁H₂₅NO₃
Molecular Weight:339.434
Hs Code.:

Synonyms:(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

Chemical Property:

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Technology Process of (2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

There total 3 articles about (2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-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: 72.0%

: 1440432-56-3
(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl acetate

: 1440432-57-4
(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 50 ℃; for 18h;
DOI:10.1002/anie.201205728

Reference yield:

: 1802-16-0
3-(3-pyridinyl)propionaldehyde

: 1440432-57-4
(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: B-chlorodiisopinocampheylborane / tetrahydrofuran / 2.5 h / -75 - 20 °C

1.2: 2.5 h / -100 - 20 °C

2.1: acetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 18 h / 50 °C

With lithium hydroxide monohydrate; water; acetic acid; B-chlorodiisopinocampheylborane; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201205728

Reference yield:

: 2859-67-8
3-(3-pyridyl)propan-1-ol

: 1440432-57-4
(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hydrogencarbonate; sodium hypochlorite / dichloromethane; water / -10 - 5 °C

2.1: B-chlorodiisopinocampheylborane / tetrahydrofuran / 2.5 h / -75 - 20 °C

2.2: 2.5 h / -100 - 20 °C

3.1: acetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 18 h / 50 °C

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium hydroxide monohydrate; water; sodium hydrogencarbonate; acetic acid; B-chlorodiisopinocampheylborane; potassium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/anie.201205728