C₂₂H₂₄O₅

Base Information

• Chemical Name: C₂₂H₂₄O₅
• CAS No.: 1572455-15-2
• Molecular Formula: C₂₂H₂₄O₅
• Molecular Weight: 368.43
• Mol file: 1572455-15-2.mol

Synonyms:C₂₂H₂₄O₅

Chemical Property of C₂₂H₂₄O₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₂₄O₅

There total 9 articles about C₂₂H₂₄O₅ 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: 89.0%

C22H26O6 (1572455-12-9) → C22H24O5 (1572455-15-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 18 ℃; for 2.17h;

DOI:10.1021/jo500210k

Reference yield:

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole (130669-75-9) → C22H24O5 (1572455-15-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: osmium(VIII) oxide / water; acetone / 8 h / 18 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C

2.2: 1 h / 18 °C

3.1: acetic acid / water / 14 h / 70 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 0 °C

5.1: diisobutylaluminium hydride / dichloromethane; hexane / 6 h / -78 °C / Inert atmosphere

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / water; tetrahydrofuran / 2 h / 70 °C / Inert atmosphere

7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2.17 h / 18 °C

With osmium(VIII) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; acetone; mineral oil; 6.1: |Suzuki-Miyaura Coupling / 7.1: |Mitsunobu Displacement;

DOI:10.1021/jo500210k

Reference yield:

(3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol (137501-12-3,130669-72-6) → C22H24O5 (1572455-15-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C

1.2: 1 h / 18 °C

2.1: acetic acid / water / 14 h / 70 °C

3.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 0 °C

4.1: diisobutylaluminium hydride / dichloromethane; hexane / 6 h / -78 °C / Inert atmosphere

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / water; tetrahydrofuran / 2 h / 70 °C / Inert atmosphere

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2.17 h / 18 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; mineral oil; 5.1: |Suzuki-Miyaura Coupling / 6.1: |Mitsunobu Displacement;

DOI:10.1021/jo500210k

upstream raw materials:

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

(3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol

C₁₁H₁₇BrO₄

cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

Downstream raw materials:

C₂₂H₂₄O₆

C₂₂H₂₂O₆