C₂₂H₃₂O₃

Base Information

• Chemical Name: C₂₂H₃₂O₃
• CAS No.: 1259067-33-8
• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.494
• Mol file: 1259067-33-8.mol

Synonyms:

Chemical Property of C₂₂H₃₂O₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₃₂O₃

There total 19 articles about C₂₂H₃₂O₃ 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:

C25H40O3Si → C22H32O3 (1259067-33-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In dichloromethane; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm100531u

Reference yield:

2-hydroxy-5-methoxybenzaldehyde (672-13-9) → C22H32O3 (1259067-33-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 16 h / 25 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Inert atmosphere

3.1: acetonitrile / 2 h / Reflux; Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 18 h / 20 °C / Inert atmosphere

5.1: triethylamine / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

6.1: tetrabutyl ammonium fluoride / dichloromethane / 12 h / 25 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 5.1: Wittig reaction;

DOI:10.1021/jm100531u

Reference yield:

(4aS)-1,4aβ-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione-5-ethyeneacetal (26742-33-6) → C22H32O3 (1259067-33-8)

Guidance literature:

Multi-step reaction with 12 steps

1: ammonia; lithium

2: sodium tetrahydroborate / ethanol

3: n-butyllithium / tetrahydrofuran

4: toluene-4-sulfonic acid / acetone

5: lithium diisopropyl amide / tetrahydrofuran

6: sodium hydride / methanol

7: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / neat (no solvent)

8: sodium hydroxide / ethanol

9: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

10: dmap; dicyclohexyl-carbodiimide / dichloromethane / 18 h / 20 °C / Inert atmosphere

11: triethylamine / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

12: tetrabutyl ammonium fluoride / dichloromethane / 12 h / 25 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; ammonia; lithium; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 1: Birch reduction / 3: Barton-McCombie deoxygenation / 3: Barton-McCombie deoxygenation / 7: Baeyer-Villiger oxidation / 11: Wittig reaction;

DOI:10.1021/jm100531u

upstream raw materials:

2-hydroxy-5-methoxybenzaldehyde

(4aS)-1,4aβ-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione-5-ethyeneacetal

2-methylcyclohexane-1,3-dione

(4aS,8aS)-3,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethylnaphthalen-1(2H)-one ethylene acetal