Villosin

Base Information

• Chemical Name: Villosin
• CAS No.: 160598-92-5
• Molecular Formula: C20H28 O2
• Molecular Weight: 300.441
• Mol file: 160598-92-5.mol

Synonyms:2(5H)-Furanone,3-[2-(decahydro-5,5,8a-trimethyl-2-methylene-1-naphthalenyl)ethenyl]-, [1S-[1a(E),4ab,8aa]]-; Villosin; Villosin (Hedychium)

Chemical Property of Villosin

Chemical Property:

• Melting Point: 124-125 °C
• Boiling Point: 431.2±24.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 4.82460

Purity/Quality:

98%min ^*data from raw suppliers

Villosin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Villosin

There total 11 articles about Villosin 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: 90.0%

labda-8(17),12,14-trien-15(16)-olide → 5S,9S,10S-(-)-(E)-labda-8(17),11,13-trien-16,15-olide (160598-92-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2007.09.033

Reference yield: 89.0%

C20H30O3 (1788090-69-6) → 5S,9S,10S-(-)-(E)-labda-8(17),11,13-trien-16,15-olide (160598-92-5)

Guidance literature:

With aluminum oxide; In pyridine; for 8h; Heating;

DOI:10.1016/j.tetlet.2007.09.033

Reference yield: 84.0%

(furan-2-yloxy)-trimethylsilane (61550-02-5) + (1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde (3243-36-5) → 5S,9S,10S-(-)-(E)-labda-8(17),11,13-trien-16,15-olide (160598-92-5)

Guidance literature:

(furan-2-yloxy)-trimethylsilane; (1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde; With ytterbium(III) triflate; In tetrahydrofuran; ethanol; water; at -30 ℃; for 48h;

With aluminum oxide; In pyridine; Reflux;

DOI:10.1002/adsc.201901218

upstream raw materials:

(E)-15-hydroxylabda-8⁽¹⁷⁾,11,13-trien-16,15-olide

C₂₀H₃₀O₃

C₂₁H₃₂O₅S

(1S,4aS,8aS)-1,2,3,4,4a,5,6,7,8,8a-decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde

Downstream raw materials:

[(5S,9S,10S)-11(E)]-15,16-epoxy-8⁽¹⁷⁾,11,13,⁽¹⁶⁾14-labdatetraene

Refernces

• 1、 Adamkiewicz, Anna,W?glarz, Izabela,Butkiewicz, Aleksandra,Woyciechowska, Marta,Mlynarski, Jacek. "Lewis Acid-Catalyzed Stereoselective α-Addition of Chiral Aldehydes to Cyclic Dienol Silanes: Aqueous Synthesis of Chiral Butenolides". . p. 667 - 678. Retrieved 2019/12/24.