<(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane

Base Information

• Chemical Name: <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane
• CAS No.: 115047-54-6
• Molecular Formula: C₂₄H₃₄O₃S₃
• Molecular Weight: 466.73
• Mol file: 115047-54-6.mol

Synonyms:<(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane

Chemical Property of <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane

There total 5 articles about <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane 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:

{(1S,2R,3S,4S)-3-Benzenesulfonyl-2-[((1R,6S)-7,7-dimethyl-bicyclo[4.1.0]hept-2-en-3-yl)-bis-methylsulfanyl-methyl]-4-methyl-cyclopentyloxy}-tert-butyl-dimethyl-silane (115047-53-5) → <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane (115047-54-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 48h; Yield given; Ambient temperature;

DOI:10.1021/jo00251a001

Reference yield:

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde (14917-83-0,247911-68-8) → <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane (115047-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / TiCl₄ / 0.17 h / -78 °C

3: tetra-n-butylammonium fluoride / tetrahydrofuran / 48 h / Ambient temperature

With tetrabutyl ammonium fluoride; titanium tetrachloride; In tetrahydrofuran;

DOI:10.1021/jo00251a001

Reference yield:

(S)-(-)-perillaldehyde (18031-40-8) → <(1'S,2'R,3'S,4'S)-1'-hydroxy-3'-(phenylsulfonyl)-4'-methylcyclopent-2'-yl><(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>bis(methylthio)methane (115047-54-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfur dioxide, hydrogen chloride (gas) / 0.67 h / -45 °C

2: potassium tert-butoxide / tetrahydrofuran / 0 °C

3: 70 percent / TiCl₄ / 0.17 h / -78 °C

5: tetra-n-butylammonium fluoride / tetrahydrofuran / 48 h / Ambient temperature

With hydrogenchloride; sulfur dioxide; potassium tert-butylate; tetrabutyl ammonium fluoride; titanium tetrachloride; In tetrahydrofuran;

DOI:10.1021/jo00251a001

upstream raw materials:

{(1S,2R,3S,4S)-3-Benzenesulfonyl-2-[((1R,6S)-7,7-dimethyl-bicyclo[4.1.0]hept-2-en-3-yl)-bis-methylsulfanyl-methyl]-4-methyl-cyclopentyloxy}-tert-butyl-dimethyl-silane

(1R,6S)-7,7-dimethylbicyclo[4.1.0]hept-2-ene-3-carboxaldehyde

(S)-(-)-perillaldehyde

(1R,6S)-7,7-dimethyl-3-(bis(methylthio)methyl)bicyclo<4.1.0>hept-2-ene

Downstream raw materials:

(2R,3S,4S)-3-Benzenesulfonyl-2-[((1R,6S)-7,7-dimethyl-bicyclo[4.1.0]hept-2-en-3-yl)-bis-methylsulfanyl-methyl]-4-methyl-cyclopentanone