C₁₈H₂₄O₄

Base Information

• Chemical Name: C₁₈H₂₄O₄
• CAS No.: 1322669-21-5
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.386
• Mol file: 1322669-21-5.mol

Synonyms:C₁₈H₂₄O₄

Chemical Property of C₁₈H₂₄O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₈H₂₄O₄

There total 3 articles about C₁₈H₂₄O₄ 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: 85.0%

ethyl iodide (75-03-6) + (1S,5R,6S,7S,8S)-7-Benzyloxy-6,8-dimethyl-2,9-dioxa-bicyclo[3.3.1]nonan-3-one (238757-51-2) → C18H24O4 (1322669-21-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 5h;

DOI:10.1016/j.tetlet.2011.05.151

Reference yield:

endo-3-benzyloxy-endo,endo-2,4-dimethyl-exo-6-hydroxy-8-oxabicyclo[3.2.1]octane (171231-72-4) → C18H24O4 (1322669-21-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / 3 h / 0 - 20 °C

2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / 2 h / 0 - 20 °C

3: lithium diisopropyl amide / tetrahydrofuran / 5 h / -78 °C

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 2: Baeyer-Villiger oxidation;

DOI:10.1016/j.tetlet.2011.05.151

Reference yield:

(1R,2R,3r,4S,5S)-3-(benzyloxy)-2,4-dimethyl-8-oxa-bicyclo[3.2.1]oct-6-ene (96691-92-8) → C18H24O4 (1322669-21-5)

Guidance literature:

Multi-step reaction with 4 steps

1: (-)-diisopinocampheylborane; dihydrogen peroxide; sodium hydroxide / 168 h

2: pyridinium chlorochromate / dichloromethane / 3 h / 0 - 20 °C

3: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / 2 h / 0 - 20 °C

4: lithium diisopropyl amide / tetrahydrofuran / 5 h / -78 °C

With (-)-diisopinocampheylborane; dihydrogen peroxide; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 3: Baeyer-Villiger oxidation;

DOI:10.1016/j.tetlet.2011.05.151

upstream raw materials:

ethyl iodide

(1S,5R,6S,7S,8S)-7-Benzyloxy-6,8-dimethyl-2,9-dioxa-bicyclo[3.3.1]nonan-3-one

(1R,2R,3r,4S,5S)-3-(benzyloxy)-2,4-dimethyl-8-oxa-bicyclo[3.2.1]oct-6-ene

endo-3-benzyloxy-endo,endo-2,4-dimethyl-exo-6-hydroxy-8-oxabicyclo[3.2.1]octane

Downstream raw materials:

(2R,3R,4S,5R,6R)-5-(benzyloxy)-2-ethyl-4,6-dimethylheptane-1,3,7-triol

C₂₁H₃₄O₄

C₂₆H₄₂O₅

C₂₃H₃₈O₅