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

Base Information

Chemical Name:(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl-4-hydroxybenzoic acid ester
CAS No.:1440432-60-9
Molecular Formula:C₂₈H₂₉NO₅
Molecular Weight:459.542
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl-4-hydroxybenzoic acid ester 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: 70.0%

: 1440432-59-6
(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl-4-[(tert-butyldimethylsilyl)oxy]benzoic acid ester

: 1440432-60-9
(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl-4-hydroxybenzoic acid ester

Guidance literature:: With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/anie.201205728

Reference yield:

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

: 1440432-60-9
(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl-4-hydroxybenzoic acid ester

Guidance literature:: Multi-step reaction with 5 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

4.1: diisopropyl-carbodiimide / dichloromethane / 0.17 h / 20 °C

4.2: 5 h / 20 °C

5.1: water; tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 2 h / 20 °C

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

Reference yield:

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

: 1440432-60-9
(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-allyloxyphenyl)tetrahydropyran-4'-yl-4-hydroxybenzoic acid ester

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: diisopropyl-carbodiimide / dichloromethane / 0.17 h / 20 °C

2.2: 5 h / 20 °C

3.1: water; tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 2 h / 20 °C

With lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; water; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201205728