endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

Base Information

Chemical Name:endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol
CAS No.:108712-28-3
Molecular Formula:C₁₇H₂₂O₄S
Molecular Weight:322.425
Hs Code.:

Synonyms:endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

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Chemical Property of endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

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Technology Process of endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

There total 3 articles about endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol 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: 87.0%

: 108712-26-1,108813-19-0
endo-3,3-dimethoxybicyclo<2.2.2>oct-5-ene-1,2-diol

: 98-59-9
p-toluenesulfonyl chloride

: 108712-28-3
endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

Guidance literature:: With pyridine; at 25 ℃; for 24h;
DOI:10.1021/jo00388a031

Reference yield:

: 108712-45-4
3,3-dimethyl-1-methoxybicyclo<2.2.2>oct-5-en-2-one

: 108712-28-3
endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 47 percent / lithium aluminium hydride / diethyl ether / 3 h / 0 °C

2: 83 percent / BBr₃, CH₃CH₂SH, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1.) -78 deg C, 1 h, 25 deg C, 3 h

3: 87 percent / pyridine / 24 h / 25 °C

With pyridine; dmap; lithium aluminium tetrahydride; boron tribromide; ethanethiol; In diethyl ether; dichloromethane;
DOI:10.1021/jo00388a031

Reference yield:

: 108712-24-9,108813-18-9
endo-3,3-dimethyl-1-methoxybicyclo<2.2.2>oct-5-en-2-ol

: 108712-28-3
endo-5,5-dimethyl-6-<<(4-methylphenyl)sulfonyl>oxy>bicyclo<2.2.2>oct-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / BBr₃, CH₃CH₂SH, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 1.) -78 deg C, 1 h, 25 deg C, 3 h

2: 87 percent / pyridine / 24 h / 25 °C

With pyridine; dmap; boron tribromide; ethanethiol; In dichloromethane;
DOI:10.1021/jo00388a031