C₂₂H₃₄O₄

Base Information

• Chemical Name: C₂₂H₃₄O₄
• CAS No.: 1312543-67-1
• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.51
• Mol file: 1312543-67-1.mol

Synonyms:C₂₂H₃₄O₄

Chemical Property of C₂₂H₃₄O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₃₄O₄

There total 12 articles about C₂₂H₃₄O₄ 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: 79.0%

C22H34O3 (1312543-66-0) → C22H34O4 (1312543-67-1)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; In dichloromethane; at 0 - 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2011.04.008

Reference yield:

(2R)-2-[(4S,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol (910228-56-7) → C22H34O4 (1312543-67-1)

Guidance literature:

Multi-step reaction with 12 steps

1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 0.33 h / 50 °C

2: lithium chloride; lithium diisopropyl amide / tetrahydrofuran / 14 h / -78 - 20 °C

3: ammonia borane; lithium diisopropyl amide / tetrahydrofuran / 4 h / -78 - 20 °C

4: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

5: diisobutylaluminium hydride / dichloromethane / 2 h / -40 - -10 °C

6: sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 - 20 °C

7: sodium hexamethyldisilazane / tetrahydrofuran / 18 h / -78 - 20 °C

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / 0 - 20 °C

9: sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 - 20 °C

10: benzoic acid / toluene / 0.25 h / 90 °C

11: diisobutylaluminium hydride / dichloromethane / 1 h / -78 - 0 °C

12: titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / 6 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; ammonia borane; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; triphenylphosphine; benzoic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; 2: Myers alkylation reaction / 7: Wittig reaction / 10: Wittig reaction / 12: Sharpless epoxidation;

DOI:10.1016/j.tetlet.2011.04.008

Reference yield:

C19H30O4 (1312543-60-4) → C22H34O4 (1312543-67-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C

2: diisobutylaluminium hydride / dichloromethane / 2 h / -40 - -10 °C

3: sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 - 20 °C

4: sodium hexamethyldisilazane / tetrahydrofuran / 18 h / -78 - 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / 0 - 20 °C

6: sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 - 20 °C

7: benzoic acid / toluene / 0.25 h / 90 °C

8: diisobutylaluminium hydride / dichloromethane / 1 h / -78 - 0 °C

9: titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / 6 h / 0 - 20 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; benzoic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; 4: Wittig reaction / 7: Wittig reaction / 9: Sharpless epoxidation;

DOI:10.1016/j.tetlet.2011.04.008

upstream raw materials:

(2R)-2-[(4S,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propan-1-ol

C₁₉H₃₀O₄

C₂₅H₄₄O₄Si

C₂₅H₄₆O₄Si

Downstream raw materials:

C₂₂H₃₆O₄

C₃₄H₆₄O₄Si₂

(3S,4R,6R,7R,8R)-3-(tert-butyldimethylsilyloxy)-8-ethyl-7-(4-methoxybenzyloxy)-4,6-dimethyldec-9-en-1-ol

C₂₈H₄₈O₄Si