psiguadial A

Base Information

• Chemical Name: psiguadial A
• CAS No.: 1254173-25-5
• Molecular Formula: C₃₀H₃₄O₅
• Molecular Weight: 474.597
• Mol file: 1254173-25-5.mol

Synonyms:psiguadial A

Chemical Property of psiguadial A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of psiguadial A

There total 8 articles about psiguadial A 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:

2-carene (4497-92-1) → psiguadial A (1254173-25-5) + psiguadial D

Guidance literature:

Multi-step reaction with 8 steps

1: sodium hydroxide; potassium permanganate / tert-butyl alcohol; water / 0.75 h / 0 °C / Inert atmosphere

2: NaIO₄ supported on SiO₂ / dichloromethane / 0.5 h / 25 °C / Inert atmosphere

3: n-butyllithium; lithium bromide / tetrahydrofuran / 1 h / -100 - 25 °C / Inert atmosphere

4: toluene-4-sulfonic acid / water; acetone / 18 h / 50 °C / Inert atmosphere

5: samarium; 1,2-Diiodoethane / tetrahydrofuran / 5 h / 70 °C / Sonication; Inert atmosphere

6: dmap; thiophosgene / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

7: 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 12 h / 40 °C / Inert atmosphere

8: 1,1,1,3',3',3'-hexafluoro-propanol; N,N`-dimethylethylenediamine / 1 h / 25 °C / Inert atmosphere

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; dmap; samarium; potassium permanganate; n-butyllithium; thiophosgene; 1,2-Diiodoethane; 1,1,1,3',3',3'-hexafluoro-propanol; toluene-4-sulfonic acid; lithium bromide; sodium hydroxide; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol;

DOI:10.1002/chem.201403082

Reference yield:

(1S,2S,3R,6R)-3,7,7-trimethylbicyclo[4.1.0]heptane-2,3-diol → psiguadial A (1254173-25-5) + psiguadial D

Guidance literature:

Multi-step reaction with 7 steps

1: NaIO₄ supported on SiO₂ / dichloromethane / 0.5 h / 25 °C / Inert atmosphere

2: n-butyllithium; lithium bromide / tetrahydrofuran / 1 h / -100 - 25 °C / Inert atmosphere

3: toluene-4-sulfonic acid / water; acetone / 18 h / 50 °C / Inert atmosphere

4: samarium; 1,2-Diiodoethane / tetrahydrofuran / 5 h / 70 °C / Sonication; Inert atmosphere

5: dmap; thiophosgene / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

6: 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 12 h / 40 °C / Inert atmosphere

7: 1,1,1,3',3',3'-hexafluoro-propanol; N,N`-dimethylethylenediamine / 1 h / 25 °C / Inert atmosphere

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; dmap; samarium; n-butyllithium; thiophosgene; 1,2-Diiodoethane; 1,1,1,3',3',3'-hexafluoro-propanol; toluene-4-sulfonic acid; lithium bromide; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; water; acetone;

DOI:10.1002/chem.201403082

Reference yield:

(1S,3R)-2,2-dimethyl-3-(3-oxobutyl)cyclopropane-1-carbaldehyde (32543-79-6) → psiguadial A (1254173-25-5) + psiguadial D

Guidance literature:

Multi-step reaction with 6 steps

1: n-butyllithium; lithium bromide / tetrahydrofuran / 1 h / -100 - 25 °C / Inert atmosphere

2: toluene-4-sulfonic acid / water; acetone / 18 h / 50 °C / Inert atmosphere

3: samarium; 1,2-Diiodoethane / tetrahydrofuran / 5 h / 70 °C / Sonication; Inert atmosphere

4: dmap; thiophosgene / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

5: 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 12 h / 40 °C / Inert atmosphere

6: 1,1,1,3',3',3'-hexafluoro-propanol; N,N`-dimethylethylenediamine / 1 h / 25 °C / Inert atmosphere

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; dmap; samarium; n-butyllithium; thiophosgene; 1,2-Diiodoethane; 1,1,1,3',3',3'-hexafluoro-propanol; toluene-4-sulfonic acid; lithium bromide; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; water; acetone;

DOI:10.1002/chem.201403082

upstream raw materials:

2,4-diformyl 2,4,6-trihydroxybenzene

(+)-bicyclogermacrene

benzaldehyde

2-carene

Refernces