(4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran

Base Information

• Chemical Name: (4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran
• CAS No.: 145627-31-2
• Molecular Formula: C₂₁H₃₀O₂S
• Molecular Weight: 346.534
• Mol file: 145627-31-2.mol

Synonyms:(4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran

Chemical Property of (4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran

There total 9 articles about (4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran 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:

(S)-(+)-3-p-toluenesulfinyl-6,6,10-trimethyl-3,9-undecadien-2-one (145627-30-1) → (1R,2R,αR,Rs)-(+)-1-(5,5-dimethyl-2-isopropylencyclohexyl)-1-p-toluenesulfinyl-2-propanone (145627-33-4) + (1R,2R,αS,Rs)-(-)-1-(5,5-dimethyl-2-isopropenylcyclohexyl)-1-p-toluenesulfinyl-2-propanone (145679-83-0) + (4aR,8aR,SS)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran (145627-37-8) + (4aS,8aS,SS)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran (145627-31-2)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -78 ℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)60862-6

Reference yield:

(S)-(+)-3-p-toluenesulfinyl-6,6,10-trimethyl-3,9-undecadien-2-one (145627-30-1) → (1R,2R,αR,Rs)-(+)-1-(5,5-dimethyl-2-isopropylencyclohexyl)-1-p-toluenesulfinyl-2-propanone (145627-33-4) + (4aS,8aR,Ss)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-p-toluenesulfinyl-1H-2-benzopyran (145627-32-3) + (4aR,8aR,SS)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran (145627-37-8) + (4aS,8aS,SS)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran (145627-31-2)

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 0 ℃; for 4h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1248/cpb.41.666

Reference yield:

(S)-(+)-3-p-toluenesulfinyl-6,6,10-trimethyl-3,9-undecadien-2-one (145627-30-1) → (1R,2R,αR,Rs)-(+)-1-(5,5-dimethyl-2-isopropylencyclohexyl)-1-p-toluenesulfinyl-2-propanone (145627-33-4) + (1R,2R,αS,Rs)-(-)-1-(5,5-dimethyl-2-isopropenylcyclohexyl)-1-p-toluenesulfinyl-2-propanone (145679-83-0) + (4aS,8aR,Ss)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-p-toluenesulfinyl-1H-2-benzopyran (145627-32-3) + (4aS,8aS,SS)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran (145627-31-2)

Guidance literature:

With zinc dibromide; In dichloromethane; at 0 ℃; for 2h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1248/cpb.41.666

upstream raw materials:

(S)-(+)-1-methyl 4-methylbenzenesulfinate

(4aS,8aS)-(-)-4-bromo-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-1H-2-benzopyran

(S)-(+)-3-p-toluenesulfinyl-6,6,10-trimethyl-3,9-undecadien-2-one

(4aR,8aS)-(+)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-1H-2-benzopyran

Downstream raw materials:

(4aS,8aS)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfenyl)-1H-2-benzopyran