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

Base Information

Chemical Name:(4aS,8aS)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfenyl)-1H-2-benzopyran
CAS No.:145627-38-9
Molecular Formula:C₂₁H₃₀OS
Molecular Weight:330.535
Hs Code.:

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

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

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

There total 6 articles about (4aS,8aS)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfenyl)-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: 90.0%

: 145627-31-2
(4aS,8aS,S_S)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfinyl)-1H-2-benzopyran

: 145627-38-9
(4aS,8aS)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfenyl)-1H-2-benzopyran

Guidance literature:: With titanium(III) chloride; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1248/cpb.45.759

Reference yield:

: 191656-41-4
(4aS,8aS)-(-)-4-bromo-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-1H-2-benzopyran

: 145627-38-9
(4aS,8aS)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfenyl)-1H-2-benzopyran

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 1 h

2: 90 percent / aq. TiCl₃ / tetrahydrofuran / 1 h / Ambient temperature

With n-butyllithium; titanium(III) chloride; In tetrahydrofuran;
DOI:10.1248/cpb.45.759

Reference yield:

: 191656-39-0
(4aR,8aS)-(+)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-1H-2-benzopyran

: 145627-38-9
(4aS,8aS)-(-)-4a,5,6,7,8,8a-hexahydro-1,1,3,6,6-pentamethyl-4-(p-toluenesulfenyl)-1H-2-benzopyran

Guidance literature:: Multi-step reaction with 3 steps

1: 35 percent / N-bromosuccinimide / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: 1.) BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 1 h

3: 90 percent / aq. TiCl₃ / tetrahydrofuran / 1 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; titanium(III) chloride; In tetrahydrofuran; water;
DOI:10.1248/cpb.45.759