(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

Base Information

Chemical Name:(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
CAS No.:1440432-59-6
Molecular Formula:C₃₄H₄₃NO₅Si
Molecular Weight:573.805
Hs Code.:

Synonyms:(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

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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-[(tert-butyldimethylsilyl)oxy]benzoic acid ester

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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-[(tert-butyldimethylsilyl)oxy]benzoic acid ester

There total 5 articles about (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 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: 87.0%

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

: 83405-98-5
4-(tert-butyl-dimethylsilanyloxy)-benzoic acid

: 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

Guidance literature:: 4-(tert-butyl-dimethylsilanyloxy)-benzoic acid; With diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.166667h;

(2S,4R,6S)-2-(2'-pyridin-3''-yl-ethyl)-6-(4'''-allyloxyphenyl)tetrahydropyran-4-ol; With dmap; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1002/anie.201205728

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With lithium hydroxide monohydrate; 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

: 1440432-59-6
(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

Guidance literature:: Multi-step reaction with 2 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

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