(3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone

Base Information

• Chemical Name: (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone
• CAS No.: 143008-79-1
• Molecular Formula: C₂₃H₃₂O₂S
• Molecular Weight: 372.572
• Mol file: 143008-79-1.mol

Synonyms:(3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone

Chemical Property of (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone

There total 10 articles about (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone 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:

(3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylthio)-2(1H)-naphthalenone (143008-77-9) → (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone (143008-79-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 0.333333h;

Reference yield:

2-methylcyclohexane-1,3-dione (1193-55-1) → (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone (143008-79-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 93 percent / p-toluenesulfonic acid monohydrate / benzene / 36 h / Heating

2: 1.) LDA / 1.) hexane, THF, -78 deg C, 45 min, 2.) hexane, THF, from -78 deg C to RT, 12 h

3: 1.) Mg, 3.) aq. HCl

4: 1.) t-BuOH, Li, NH₃(liquid), 3.) 4percent KOH

5: 80 percent / Li, NH₃(liquid), t-BuOH / 1 h / -78 °C

6: 1.) LDA, HMPA / 1.) THF, from -25 deg C to 0 deg C, 60 min, 2.) THF, from 0 deg C to RT, 80 min

7: m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / -78 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; ammonia; lithium; toluene-4-sulfonic acid; magnesium; 3-chloro-benzenecarboperoxoic acid; tert-butyl alcohol; lithium diisopropyl amide; In dichloromethane; benzene;

Reference yield:

2-methyl-1-buten-4-ol (763-32-6) → (3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylsulfinyl)-2(1H)-naphthalenone (143008-79-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

2: 57 percent / LiBr / acetone / 15 h / Heating

3: 1.) Mg, 3.) aq. HCl

4: 1.) t-BuOH, Li, NH₃(liquid), 3.) 4percent KOH

5: 80 percent / Li, NH₃(liquid), t-BuOH / 1 h / -78 °C

6: 1.) LDA, HMPA / 1.) THF, from -25 deg C to 0 deg C, 60 min, 2.) THF, from 0 deg C to RT, 80 min

7: m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / -78 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; ammonia; lithium; magnesium; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium bromide; tert-butyl alcohol; lithium diisopropyl amide; In dichloromethane; acetone;

upstream raw materials:

(3SR,4aRS,5RS,6SR,8aRS)-octahydro-4a,6-dimethyl-5-(3-methyl-3-butenyl)-3-(phenylthio)-2(1H)-naphthalenone

2-methyl-1-buten-4-ol

2-methylcyclohexane-1,3-dione

4-bromo-2-methylbut-1-ene