(-)-WS 3681

Base Information

• Chemical Name: (-)-WS 3681
• CAS No.: 90055-27-9
• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.235
• Mol file: 90055-27-9.mol

Synonyms:

Chemical Property of (-)-WS 3681

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-WS 3681

There total 16 articles about (-)-WS 3681 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:

benzyl bromide (100-39-0) → (-)-WS 3681 (90055-27-9,105346-60-9,105364-56-5,105899-56-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 97 percent / NaH / tetrahydrofuran / Ambient temperature

2: 99 percent / MCPBA / CH₂Cl₂ / Ambient temperature

3: EtONa / ethanol / Heating

4: 80 percent / aq. NaOH / Heating

5: 77 percent / Me₂NH, AcONa / acetic acid / 100 °C

6: 42 percent / OsO₄,NaIO₄ / dioxane / Ambient temperature

7: 96 percent / H₂ / Pd-black / ethanol

8: 92 percent / Et₃N / tetrahydrofuran / 0 °C

9: 96 percent / CrO₃, H₂SO₄ / acetone; H₂O / 0 °C

10: K₂CO₃ / methanol; H₂O / Ambient temperature

With chromium(VI) oxide; sodium periodate; osmium(VIII) oxide; sulfuric acid; hydrogen; sodium ethanolate; sodium acetate; sodium hydride; potassium carbonate; dimethyl amine; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; sodium hydroxide; ethanol; dichloromethane; water; acetic acid; acetone;

DOI:10.1016/S0040-4039(00)84436-6

Reference yield:

benzyl bromide (100-39-0) → (+)-WS 3681 (90055-27-9,105346-60-9,105364-56-5,105899-56-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 97 percent / NaH / tetrahydrofuran / Ambient temperature

2: 99 percent / MCPBA / CH₂Cl₂ / Ambient temperature

3: EtONa / ethanol / Heating

4: 80 percent / aq. NaOH / Heating

5: 77 percent / Me₂NH, AcONa / acetic acid / 100 °C

6: 42 percent / OsO₄,NaIO₄ / dioxane / Ambient temperature

7: 96 percent / H₂ / Pd-black / ethanol

8: 92 percent / Et₃N / tetrahydrofuran / 0 °C

9: 96 percent / CrO₃, H₂SO₄ / acetone; H₂O / 0 °C

10: K₂CO₃ / methanol; H₂O / Ambient temperature

With chromium(VI) oxide; sodium periodate; osmium(VIII) oxide; sulfuric acid; hydrogen; sodium ethanolate; sodium acetate; sodium hydride; potassium carbonate; dimethyl amine; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; sodium hydroxide; ethanol; dichloromethane; water; acetic acid; acetone;

DOI:10.1016/S0040-4039(00)84436-6

Reference yield:

(E)-(5-(benzyloxy)pent-1-en-1-yl)benzene (105364-63-4) → (+)-WS 3681 (90055-27-9,105346-60-9,105364-56-5,105899-56-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 99 percent / MCPBA / CH₂Cl₂ / Ambient temperature

2: EtONa / ethanol / Heating

3: 80 percent / aq. NaOH / Heating

4: 77 percent / Me₂NH, AcONa / acetic acid / 100 °C

5: 42 percent / OsO₄,NaIO₄ / dioxane / Ambient temperature

6: 96 percent / H₂ / Pd-black / ethanol

7: 92 percent / Et₃N / tetrahydrofuran / 0 °C

8: 96 percent / CrO₃, H₂SO₄ / acetone; H₂O / 0 °C

9: K₂CO₃ / methanol; H₂O / Ambient temperature

With chromium(VI) oxide; sodium periodate; osmium(VIII) oxide; sulfuric acid; hydrogen; sodium ethanolate; sodium acetate; potassium carbonate; dimethyl amine; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; sodium hydroxide; ethanol; dichloromethane; water; acetic acid; acetone;

DOI:10.1016/S0040-4039(00)84436-6

upstream raw materials:

3-(4-ethoxycarbonyloxy-5-oxo-3-phenyl-2,5-dihydro-furan-2-yl)propionic acid

benzyl bromide

(E)-(5-(benzyloxy)pent-1-en-1-yl)benzene

3-hydroxy-5-(3-hydroxypropyl)-4-phenyl-2(5H)-furanone

Refernces