(3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one

Base Information

• Chemical Name: (3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one
• CAS No.: 1605301-81-2
• Molecular Formula: C₂₈H₄₂O₇Si
• Molecular Weight: 518.723

Synonyms:(3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one

Chemical Property of (3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one

There total 1 articles about (3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one 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:

ethyl orselinate (2524-37-0) → (3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one (1605301-81-2)

Guidance literature:

Multi-step reaction with 11 steps

1: potassium carbonate / acetone / 3 h / Reflux

2: water; potassium hydroxide / ethanol / 2 h / Reflux

3: thionyl chloride; dmap / 1,2-dimethoxyethane / 12 h / 0 - 20 °C

4: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1 h / Reflux

5: 1 h / Reflux

6: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C

7: pyridine hydrogenfluoride / tetrahydrofuran / 12 h / 0 - 20 °C

8: sodium hydrogencarbonate; Dess-Martin periodane / tetrahydrofuran / 1 h / 0 - 20 °C

9: potassium hexamethylsilazane; 18-crown-6 ether / 1,2-dimethoxyethane / 2 h / -78 °C

10: pyridine hydrogenfluoride / tetrahydrofuran / 2 h / 0 - 20 °C

11: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -10 °C

With dmap; N-Bromosuccinimide; thionyl chloride; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); water; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; potassium hydroxide; In tetrahydrofuran; tetrachloromethane; 1,2-dimethoxyethane; ethanol; acetone; 5: |Michaelis-Arbuzov Synthesis / 8: |Dess-Martin Oxidation / 9: |Julia-Kocienski Olefination;

DOI:10.1016/j.tetlet.2021.153410

Reference yield:

(3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one (1605301-81-2) → zeaenol (66018-41-5,69427-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

2: acetyl chloride / methanol / 10 h / Inert atmosphere

With tetrabutyl ammonium fluoride; acetyl chloride; In tetrahydrofuran; methanol;

DOI:10.1002/ejoc.201301613

upstream raw materials:

ethyl orselinate

Downstream raw materials:

zeaenol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1605301-81-2 (3aS,4S,5E,8S,15E,17aS)-4-(tert-butyldimethylsilyloxy)-11-hydroxy-13-methoxy-2,2,8-trimethyl-7,8,17,17a-tetrahydro-3aH-benzo[c][1,3]dioxolo[4,5-h][1]oxacyclotetradecin-10(4H)-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send