(1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

Base Information

Chemical Name:(1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester
CAS No.:74991-81-4
Molecular Formula:C₂₁H₂₂N₂O₅S
Molecular Weight:414.482
Hs Code.:

Synonyms:(1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

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Chemical Property of (1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

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Technology Process of (1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

There total 5 articles about (1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl 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: 67.0%

: 74991-80-3
1-(3-Cyano-pyridin-4-yl)-3-oxo-cyclopentanecarboxylic acid ethyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 74991-81-4
(1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(00)71454-7

Reference yield:

: 5444-01-9
3-cyano-4-methylpyridine

: 74991-81-4
(1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaN(SiMe₃)2 / benzene / 18 h / Ambient temperature

2: 45 percent / K₂CO₃ / ethanol / Ambient temperature

3: 40 percent / KOH / 2-methyl-propan-2-ol / 1.5 h / Heating

4: 89 percent / Jones reagent / 4 h / Ambient temperature

5: 67 percent / pyridine / 24 h / Ambient temperature

With pyridine; potassium hydroxide; jones reagent; sodium hexamethyldisilazane; potassium carbonate; In ethanol; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)71454-7

Reference yield:

: 42285-29-0
ethyl 2-(3-cyanopyridin-4-yl)acetate

: 74991-81-4
(1R,3S)-1-(3-Cyano-pyridin-4-yl)-3-(toluene-4-sulfonyloxy)-cyclopentanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / K₂CO₃ / ethanol / Ambient temperature

2: 40 percent / KOH / 2-methyl-propan-2-ol / 1.5 h / Heating

3: 89 percent / Jones reagent / 4 h / Ambient temperature

4: 67 percent / pyridine / 24 h / Ambient temperature

With pyridine; potassium hydroxide; jones reagent; potassium carbonate; In ethanol; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)71454-7