(+)-α-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide

Base Information

• Chemical Name: (+)-α-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide
• CAS No.: 132345-12-1
• Molecular Formula: C₂₀H₂₃NO₄S
• Molecular Weight: 373.473

Synonyms:(+)-α-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide

Chemical Property of (+)-α-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide

Chemical Property:

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Technology Process of (+)-α-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide

There total 4 articles about (+)-α-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide 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%

(-)-α-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)-N-phenylmaleimide (132374-45-9) → (+)-α-(<(1S,2R,4R,RS)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide (132345-12-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 3h; -80 deg C to r.t.;

DOI:10.1021/jo00006a005

Reference yield:

N-phenyl-maleimide (941-69-5) → (+)-α-(<(1S,2R,4R,RS)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide (132345-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 25 °C

2: 92 percent / N-chlorosuccinimide / CCl₄ / Heating

3: 100 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

With N-chloro-succinimide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; dichloromethane;

Reference yield:

(1S,2R,4R)-(-)-10-mercaptoisoboneol (71242-58-5) → (+)-α-(<(1S,2R,4R,RS)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylmaleimide (132345-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 25 °C

2: 92 percent / N-chlorosuccinimide / CCl₄ / Heating

3: 100 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

With N-chloro-succinimide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; dichloromethane;

upstream raw materials:

(-)-α-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)-N-phenylmaleimide

N-phenyl-maleimide

(1S,2R,4R)-(-)-10-mercaptoisoboneol

α-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)-N-phenylsuccinimide

Downstream raw materials:

(1S,4RS)-(-)-2-exo-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylbicyclo<2.2.1>hept-5-ene-2-endo,3-endo-dicarboximide

(1R,4S)-(-)-2-exo-(<(1S,2R,4R,R_S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylsulfinyl)-N-phenylbicyclo<2.2.1>hept-5-ene-2-endo,3-endo-dicarboximide

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