Pleurotin

Base Information

• Chemical Name: Pleurotin
• CAS No.: 113033-32-2
• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.403
• Mol file: 113033-32-2.mol

Synonyms:

Chemical Property of Pleurotin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pleurotin

There total 6 articles about Pleurotin 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: 32.0%

Dihydropleurotin acid (112946-29-9) → Pleurotin (1404-23-5,113033-32-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1021/ja00201a035

Reference yield:

rel-(3S,4S,4aS,7R,7aR,12bS,12cR)-2,3,4,4a,5,6,7,7a,8,12b-Decahydro-7-hydroxy-9,12-dimethoxy-3-methyl-12cH-4,12c-ethanoanthra<9,1-bc>oxepin (112946-40-4) → Pleurotin (1404-23-5,113033-32-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 50 min, 2.) 60 min

2: 1.) t-BuOK / 1.) DME, 8 min

3: 93 percent / i-Bu₂AlH / toluene / 1.65 h

4: 62 percent / Ag₂O, aq. NaOH / 23 h / 80 - 84 °C

5: 89 percent / ceric ammonium nitrate / acetonitrile; diethyl ether; H₂O / 0.5 h

6: 32 percent / active MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

With manganese(IV) oxide; sodium hydroxide; ammonium cerium(IV) nitrate; (COCl₂)2; potassium tert-butylate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; silver(l) oxide; In diethyl ether; dichloromethane; water; toluene; acetonitrile;

DOI:10.1021/ja00201a035

Reference yield:

rel-(3S,4S,4aS,7aR,12bS,12cR)-2,3,4,4a,5,6,7,7a,8,12b-Decahydro-9,12-dimethoxy-3-methyl-7-oxo-12cH-4,12c-ethanoanthra<9,1-bc>oxepin (112946-41-5) → Pleurotin (1404-23-5,113033-32-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) t-BuOK / 1.) DME, 8 min

2: 93 percent / i-Bu₂AlH / toluene / 1.65 h

3: 62 percent / Ag₂O, aq. NaOH / 23 h / 80 - 84 °C

4: 89 percent / ceric ammonium nitrate / acetonitrile; diethyl ether; H₂O / 0.5 h

5: 32 percent / active MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

With manganese(IV) oxide; sodium hydroxide; ammonium cerium(IV) nitrate; potassium tert-butylate; diisobutylaluminium hydride; silver(l) oxide; In diethyl ether; dichloromethane; water; toluene; acetonitrile;

DOI:10.1021/ja00201a035

upstream raw materials:

Dihydropleurotin acid

rel-(3S,4S,4aS,7R,7aR,12bS,12cR)-2,3,4,4a,5,6,7,7a,8,12b-Decahydro-7-hydroxy-9,12-dimethoxy-3-methyl-12cH-4,12c-ethanoanthra<9,1-bc>oxepin

rel-(3S,4S,4aS,7aR,12bS,12cR)-2,3,4,4a,5,6,7,7a,8,12b-Decahydro-9,12-dimethoxy-3-methyl-7-oxo-12cH-4,12c-ethanoanthra<9,1-bc>oxepin

rel-(3S,4S,4aS,7R,7aS,12bS,12cR)-7-Cyano-2,3,4,4a,5,6,7,7a,8,12b-decahydro-9,12-dimethoxy-3-methyl-12cH-4,12c-ethanoanthra<9,1-bc>oxepin

Refernces