(-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one

Base Information

• Chemical Name: (-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one
• CAS No.: 131617-84-0
• Molecular Formula: C₁₇H₂₀O₂S
• Molecular Weight: 288.411
• Mol file: 131617-84-0.mol

Synonyms:(-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one

Chemical Property of (-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one

There total 1 articles about (-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-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: 44.0%

(6RS)-2-Methyl-6(S)-(p-tolylsulfinyl)-1,8-nonadien-5-one (131617-82-8,131617-83-9) → (-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one (131617-84-0)

Guidance literature:

With copper diacetate; manganese triacetate; In acetic acid; at 25 ℃; for 15h; other unsaturated β-keto sulfoxides or sulfones;

DOI:10.1021/jo00001a061

Reference yield: 88.0%

(-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one (131617-84-0) → (+)-(1S,5S)-5-Methyl-6-methylene-1-(p-tolylsulfonyl)bicyclo<3.2.1>octan-2-one (131617-85-1)

Guidance literature:

With potassium peroxomonosulfate; In methanol; water; at 25 ℃; for 6h;

DOI:10.1021/jo00001a061

Reference yield:

(-)-(1S,5S)-5-Methyl-6-methylene-1(R)-(p-tolylsulfinyl)bicyclo<3.2.1>octan-2-one (131617-84-0) → (1S,2R,5S)-5-Methyl-6-methylene-1-(toluene-4-sulfonyl)-bicyclo[3.2.1]octan-2-ol (131617-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / KHSO₅ / methanol; H₂O / 6 h / 25 °C

2: sodium amalgam, Na₂HPO₄ / methanol; tetrahydrofuran

With disodium hydrogenphosphate; sodium amalgam; potassium peroxomonosulfate; In tetrahydrofuran; methanol; water;

DOI:10.1021/jo00001a061

upstream raw materials:

(6RS)-2-Methyl-6(S)-(p-tolylsulfinyl)-1,8-nonadien-5-one

Downstream raw materials:

(+)-(1S,5S)-5-Methyl-6-methylene-1-(p-tolylsulfonyl)bicyclo<3.2.1>octan-2-one

(1S,2R,5S)-5-Methyl-6-methylene-1-(toluene-4-sulfonyl)-bicyclo[3.2.1]octan-2-ol