4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one

Base Information

• Chemical Name: 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one
• CAS No.: 70499-16-0
• Molecular Formula: C₁₃H₁₈OS₂
• Molecular Weight: 254.417
• Mol file: 70499-16-0.mol

Synonyms:4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one

Chemical Property of 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one

There total 1 articles about 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-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: 92.0%

Wieland-Miescher ketone (20007-99-2,33878-99-8,100348-93-4,20007-72-1) + 2,2-dibutyl-1,3,2-dithiastannolane (7191-30-2) → 9-Methyl-Δ5(10)-octalin-1,6-dione 1,6-bis(ethylene-dithioacetal) (70499-17-1) + 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one (70499-16-0)

Guidance literature:

di-n-butylbis(trifluoromethanesulfonyloxy)stannane; In 1,2-dichloro-ethane; at 20 ℃; for 4h;

DOI:10.1021/jo00070a038

Reference yield: 64.0%

4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one (70499-16-0) + (1,1-dimethylethyl)diphenylsilyl cyanide (145545-43-3) → (4'aRS,5'SR)-4',4'a,5',6',7',8'-hexahydro-5'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-4a'-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalene>-5'-carbonitrile + (4'aRS,5'RS)-4',4'a,5',6',7',8'-hexahydro-5'-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-4a'-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalene>-5'-carbonitrile

Guidance literature:

zinc(II) iodide; In dichloromethane; at 25 ℃; for 24h;

DOI:10.1021/jo00053a030

Reference yield: 59.0%

(E)-3-phenylpropenal (14371-10-9) + 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one (70499-16-0) → (E)-4a'-methyl-6'-((E)-3-phenylallylidene)-4',4a',7',8'-tetrahydro-3'H-spiro[[1,3]dithiolane-2,2'-naphthalen]-5'(6'H)-one (1289642-62-1)

Guidance literature:

4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one; With potassium hydroxide; In ethanol; at 20 ℃; for 0.166667h;

(E)-3-phenylpropenal; In ethanol; for 12h; Reflux;

DOI:10.1016/j.bmcl.2011.02.060

upstream raw materials:

Wieland-Miescher ketone

2,2-dibutyl-1,3,2-dithiastannolane

Downstream raw materials:

C₂₀H₂₆OS₂

C₂₃H₃₂O₄S₂

C₃₀H₄₈O₂S₂Si

6β,8aβ-dimethyl-5-methylene-1-<(phenylsulfinyl)methyl>-trans-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxaldehyde