3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one

Base Information

• Chemical Name: 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one
• CAS No.: 890706-46-4
• Molecular Formula: C₁₇H₂₂O₃SSe
• Molecular Weight: 385.386
• Mol file: 890706-46-4.mol

Synonyms:3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one

Chemical Property of 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one

There total 5 articles about 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-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: 82.0%

3-cyclohexanesulfinyl-5-methyl-dihydro-furan-2-one (890706-45-3) + Phenylselenyl chloride (5707-04-0) → 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one (890706-46-4)

Guidance literature:

3-cyclohexanesulfinyl-5-methyl-dihydro-furan-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

Phenylselenyl chloride; In tetrahydrofuran;

DOI:10.1002/ejoc.200500884

Reference yield:

(S)-3-Cyclohexanesulfinyl-5-iodomethyl-dihydro-furan-2-one → 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one (890706-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1.06 g / Bu₃SnH; AIBN / tetrahydrofuran / 0.33 h / 65 °C

2.1: LiHMDS / tetrahydrofuran / -78 °C

2.2: 82 percent / tetrahydrofuran

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/ejoc.200500884

Reference yield:

(R)-2-(Cyclohexylsulfinyl)-N,N-dimethylethanethioamide (226709-30-4) → 3-cyclohexanesulfinyl-5-methyl-3-phenylselanyl-dihydro-furan-2-one (890706-46-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tBuLi / tetrahydrofuran / -40 °C

1.2: tetrahydrofuran

1.3: CeCl₃ / tetrahydrofuran / 20 h / 20 °C

2.1: dimethyldioxirane

3.1: 60 percent / I₂ / tetrahydrofuran; H₂O

4.1: 1.06 g / Bu₃SnH; AIBN / tetrahydrofuran / 0.33 h / 65 °C

5.1: LiHMDS / tetrahydrofuran / -78 °C

5.2: 82 percent / tetrahydrofuran

With 2,2'-azobis(isobutyronitrile); iodine; tert.-butyl lithium; tri-n-butyl-tin hydride; 3,3-dimethyldioxirane; lithium hexamethyldisilazane; In tetrahydrofuran; water; 1.3: thio-Claisen transposition reaction;

DOI:10.1002/ejoc.200500884

upstream raw materials:

3-cyclohexanesulfinyl-5-methyl-dihydro-furan-2-one

Phenylselenyl chloride

(R)-2-(Cyclohexylsulfinyl)-N,N-dimethylethanethioamide

(SS,2S)-2-cyclohexylsulfinyl-N,N-dimethylpent-4-enethioamide