(3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione

Base Information

• Chemical Name: (3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione
• CAS No.: 256512-75-1
• Molecular Formula: C₂₈H₃₅NO₄S
• Molecular Weight: 481.656
• Mol file: 256512-75-1.mol

Synonyms:(3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione

Chemical Property of (3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione

There total 1 articles about (3aR,9aR,9bS,R_S)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione 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:

N-phenyl-maleimide (941-69-5) + (RS)-{1-[(1S)-isoborneol-10-sulfinyl]vinyl}cyclohexene (143771-14-6) → (3aS,9aR,9bR,RS)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione + (3aR,9aR,9bS,RS)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione (256512-75-1) + (3aS,9aS,9bR,RS)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione

Guidance literature:

In dichloromethane; at 40 ℃; for 192h; Further Variations:; Reaction partners; Temperatures; also with LiClO4; Product distribution;

DOI:10.1016/S0957-4166(99)00409-7

Reference yield: 55.0%

(3aR,9aR,9bS,RS)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione (256512-75-1) → (3aR,5aS,9aS,9bS)-octahydro-2-phenyl-1H-benz[e]isoindole-1,3,5(2H,4H)-trione (290356-72-8) + (3aR,5aR,9aS,9bS)-2-Phenyl-octahydro-benzo[e]isoindole-1,3,5-trione

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(02)01365-0

Reference yield: 55.0%

(3aR,9aR,9bS,RS)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-5-[(1S)-isoborneol-10-sulfinyl]-2-phenylbenz[e]isoindole-1,3-dione (256512-75-1) → bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide (116195-09-6) + (3aR,5aS,9aS,9bS)-octahydro-2-phenyl-1H-benz[e]isoindole-1,3,5(2H,4H)-trione (290356-72-8) + (3aR,5aR,9aS,9bS)-2-Phenyl-octahydro-benzo[e]isoindole-1,3,5-trione

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)00612-2

upstream raw materials:

N-phenyl-maleimide

(R_S)-{1-[(1S)-isoborneol-10-sulfinyl]vinyl}cyclohexene

Downstream raw materials:

bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide

(3aR,5aS,9aS,9bS)-octahydro-2-phenyl-1H-benz[e]isoindole-1,3,5(2H,4H)-trione