14-(phenylsulfonyl)-13-nordrima-6,8-diene

Base Information

• Chemical Name: 14-(phenylsulfonyl)-13-nordrima-6,8-diene
• CAS No.: 94370-14-6
• Molecular Formula: C₂₀H₂₆O₂S
• Molecular Weight: 330.491
• Mol file: 94370-14-6.mol

Synonyms:14-(phenylsulfonyl)-13-nordrima-6,8-diene

Chemical Property of 14-(phenylsulfonyl)-13-nordrima-6,8-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 14-(phenylsulfonyl)-13-nordrima-6,8-diene

There total 9 articles about 14-(phenylsulfonyl)-13-nordrima-6,8-diene 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: 84.0%

14-(phenylthio)-13-nordrima-6,8-diene (94370-13-5) → 14-(phenylsulfonyl)-13-nordrima-6,8-diene (94370-14-6)

Guidance literature:

With potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; In methanol; dichloromethane; water; for 15h; Ambient temperature;

DOI:10.1021/ja00290a047

Reference yield:

(E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-propenal (53018-97-6,4951-40-0) → 14-(phenylsulfonyl)-13-nordrima-6,8-diene (94370-14-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 89 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

2: 68 percent / MnO₂ / CCl₄ / 0.33 h / Ambient temperature

3: 73 percent / Chirald, LiAlH₄ / diethyl ether / 9 h / -78 °C

4: 98 percent / 2'-acetonaphthone / benzene / 9 h / Irradiation

5: 96 percent / triethylamine / CH₂Cl₂ / -78 °C

6: 67 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C / then -78 deg C --> room temp., overnight

7: 84 percent / KHSO₅, K₂SO₄, KHSO₄ / CH₂Cl₂; methanol; H₂O / 15 h / Ambient temperature

With manganese(IV) oxide; potassium sulfate; potassium hydrogensulfate; lithium aluminium tetrahydride; potassium peroxomonosulfate; n-butyllithium; (2R,3R)-4-dimethylamino-3-methyl-1,2-diphenyl-butan-2-ol; triethylamine; methyl 2-naphthyl ketone; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; water; benzene;

DOI:10.1021/ja00290a047

Reference yield:

(7E)-9-ethynyl-9-demethyl-β-ionone (94370-03-3) → 14-(phenylsulfonyl)-13-nordrima-6,8-diene (94370-14-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / Chirald, LiAlH₄ / diethyl ether / 9 h / -78 °C

2: 98 percent / 2'-acetonaphthone / benzene / 9 h / Irradiation

3: 96 percent / triethylamine / CH₂Cl₂ / -78 °C

4: 67 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C / then -78 deg C --> room temp., overnight

5: 84 percent / KHSO₅, K₂SO₄, KHSO₄ / CH₂Cl₂; methanol; H₂O / 15 h / Ambient temperature

With potassium sulfate; potassium hydrogensulfate; lithium aluminium tetrahydride; potassium peroxomonosulfate; (2R,3R)-4-dimethylamino-3-methyl-1,2-diphenyl-butan-2-ol; triethylamine; methyl 2-naphthyl ketone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; benzene;

DOI:10.1021/ja00290a047

upstream raw materials:

14-(phenylthio)-13-nordrima-6,8-diene

(E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-propenal

(7E)-9-ethynyl-9-demethyl-β-ionone

(7E)-9-ethynyl-9-demethyl-β-ionol

Downstream raw materials:

14-(phenylsulfonyl)-13-nordrima-8-ene