(1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

Base Information

Chemical Name:(1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one
CAS No.:136044-04-7
Molecular Formula:C₁₈H₂₄O₃S
Molecular Weight:320.453
Hs Code.:

Synonyms:(1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

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Chemical Property of (1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

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Technology Process of (1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

There total 8 articles about (1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one 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: 100.0%

: 136044-03-6
(1R,4S,5R)-1-Ethyl-5-(3-phenylsulfanyl-propyl)-2-oxa-bicyclo[2.2.2]octan-3-one

: 136044-04-7
(1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;
DOI:10.1021/jo00020a010

Reference yield:

: 922-63-4
ethylacrolein

: 136044-04-7
(1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1) Mg

2: 100 percent / pyridine, DMAP

3: 71 percent / PdCl₂, PPh₃, K₂CO₃ / dioxane / Heating

4: 50 percent / Me₂AlCl / CH₂Cl₂ / -78 °C

5: 80 percent / tetrahydrofuran / -78 °C

6: 85 percent / TMSCl, NaI / acetonitrile / 55 °C

7: 100 percent / MCPBA / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; chloro-trimethyl-silane; potassium carbonate; magnesium; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium iodide; palladium dichloride; dimethylaluminum chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jo00020a010

Reference yield:

: 17742-54-0
4-phenylsulfanyl-1-bromobutane

: 136044-04-7
(1R,4S,5R)-5-(3-Benzenesulfinyl-propyl)-1-ethyl-2-oxa-bicyclo[2.2.2]octan-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1) Mg

2: 100 percent / pyridine, DMAP

3: 71 percent / PdCl₂, PPh₃, K₂CO₃ / dioxane / Heating

4: 50 percent / Me₂AlCl / CH₂Cl₂ / -78 °C

5: 80 percent / tetrahydrofuran / -78 °C

6: 85 percent / TMSCl, NaI / acetonitrile / 55 °C

7: 100 percent / MCPBA / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; chloro-trimethyl-silane; potassium carbonate; magnesium; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium iodide; palladium dichloride; dimethylaluminum chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jo00020a010