2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane

Base Information

• Chemical Name: 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane
• CAS No.: 115047-41-1
• Molecular Formula: C₂₅H₃₂O₃S₃
• Molecular Weight: 476.725
• Mol file: 115047-41-1.mol

Synonyms:2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane

Chemical Property of 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane

There total 5 articles about 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane 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%

2-<(1S,2R,3S.4S)-1-hydroxy-4-methyl-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane (115115-25-8) → 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane (115047-41-1)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -78 ℃; for 0.5h;

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) → 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane (115047-41-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / boron trifluoride etherate / CH₂Cl₂ / 2.5 h / 0 °C

3: 92 percent / dimethyl sulfoxide, trifluoroacetic anhydride / CH₂Cl₂ / 0.5 h / -78 °C

With boron trifluoride diethyl etherate; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1021/jo00251a001

Reference yield:

(S)-(-)-perillaldehyde (18031-40-8) → 2-<(2R,3S,4S)-4-methyl-1-oxo-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane (115047-41-1)

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: 46 percent / boron trifluoride etherate / CH₂Cl₂ / 2.5 h / 0 °C

5: 92 percent / dimethyl sulfoxide, trifluoroacetic anhydride / CH₂Cl₂ / 0.5 h / -78 °C

With hydrogenchloride; boron trifluoride diethyl etherate; sulfur dioxide; potassium tert-butylate; dimethyl sulfoxide; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00251a001

upstream raw materials:

2-<(1S,2R,3S.4S)-1-hydroxy-4-methyl-3-(phenylsulfonyl)-2-cyclopentyl>-2-<(1R,6S)-7,7-dimethylbicyclo<4.1.0>hept-2-en-3-yl>-1,3-dithiacyclohexane

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

(S)-(-)-perillaldehyde

(4S)-4-(1-chloro-1-methylethyl)-1-cyclohexenecarboxaldehyde