7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene

Base Information

• Chemical Name: 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene
• CAS No.: 359643-76-8
• Molecular Formula: C₆₄H₈₀O₈S₄
• Molecular Weight: 1105.6
• Mol file: 359643-76-8.mol

Synonyms:7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene

Chemical Property of 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene

There total 9 articles about 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene 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: 79.0%

Di(5,9-di(phenylsulfonyl)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl) sulfone (359643-74-6) → 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene (359643-76-8)

Guidance literature:

With potassium hydroxide; In tetrachloromethane; tert-butyl alcohol;

DOI:10.1002/1521-3773(20011001)40:19<3627::AID-ANIE3627>3.0.CO;2-E

Reference yield:

geranyl phenyl sulfone (56691-80-6) → 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene (359643-76-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / n-BuLi / tetrahydrofuran / -78 °C

2: 75 percent / LiNbMoO₆; H₂O₂ / methanol

3: 89 percent / n-BuLi / tetrahydrofuran / -78 °C

4: 72 percent / LiNbMoO₆; H₂O₂ / methanol

5: 79 percent / KOH / 2-methyl-propan-2-ol; CCl₄

With potassium hydroxide; n-butyllithium; LiNbMoO₆; dihydrogen peroxide; In tetrahydrofuran; methanol; tetrachloromethane; tert-butyl alcohol;

DOI:10.1002/1521-3773(20011001)40:19<3627::AID-ANIE3627>3.0.CO;2-E

Reference yield:

(E)-4-hydroxy-3-methyl-2-butenyl phenyl sulfide (57282-70-9) → 7,7',11,11'-tetra(phenylsulfonyl)-7,7',8,8',11,11',12,12'-octahydrolycopene (359643-76-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / PBr₃ / diethyl ether

2: 93 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 75 percent / LiNbMoO₆; H₂O₂ / methanol

4: 89 percent / n-BuLi / tetrahydrofuran / -78 °C

5: 72 percent / LiNbMoO₆; H₂O₂ / methanol

6: 79 percent / KOH / 2-methyl-propan-2-ol; CCl₄

With potassium hydroxide; n-butyllithium; LiNbMoO₆; dihydrogen peroxide; phosphorus tribromide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; tert-butyl alcohol;

DOI:10.1002/1521-3773(20011001)40:19<3627::AID-ANIE3627>3.0.CO;2-E

upstream raw materials:

Di(5,9-di(phenylsulfonyl)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl) sulfone

geranyl phenyl sulfone

(E)-4-hydroxy-3-methyl-2-butenyl phenyl sulfide

thiophenol

Downstream raw materials:

lycopene

(9Z)-lycophene

Refernces

• 1、 Ji, Minkoo,Choi, Hojin,Park, Minsoo,Kee, Minyong,Jeong, Young Cheol,Koo, Sangho. "A highly efficient chain-extension process in the systematic syntheses of carotenoid natural products". . p. 3627 - 3629. Retrieved 2007/10/03.