(2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene

Base Information

• Chemical Name: (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene
• CAS No.: 100560-55-2
• Molecular Formula: C₃₄H₄₅ClO₃S
• Molecular Weight: 569.249
• Mol file: 100560-55-2.mol

Synonyms:(2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene

Chemical Property of (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene

There total 20 articles about (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene 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: 87.0%

(2Z,6Z,10Z,14Z)-16-(Benzyloxy)-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraen-1-ol (100560-54-1) → (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene (100560-55-2)

Guidance literature:

With 2,4,6-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride; In N,N-dimethyl-formamide; at 0 ℃; for 4h;

DOI:10.1039/c39860001761

Reference yield:

C35H48O6S2 → (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene (100560-55-2)

Guidance literature:

With lithium chloride; In tetrahydrofuran; dichloromethane; at -40 - 0 ℃; for 3h;

DOI:10.1002/ejoc.201301089

Reference yield:

(2Z,6Z)-8-(benzyloxy)-2,6-dimethyl-1-(tetrahydropyran-2-yloxy)-octa-2,6-diene (86636-47-7) → (2Z,6Z,10Z,14Z)-16-(Benzyloxy)-1-chloro-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraene (100560-55-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / Na, NH₃ / 0.17 h / -60 °C

2: MeSO₂Cl, LiCl, s-collidine / dimethylformamide / 2 h / 0 °C

3: dimethylformamide / Ambient temperature

4: 85 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -70 °C

5: 91 percent / p-MeC₆H₄SO₂OH / methanol / 5 h / Ambient temperature

6: 87 percent / MeSO₂Cl, LiCl, s-collidine / dimethylformamide / 4 h / 0 °C

With 2,4,6-trimethyl-pyridine; n-butyllithium; ammonia; sodium; toluene-4-sulfonic acid; methanesulfonyl chloride; lithium chloride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

DOI:10.1039/c39860001761

upstream raw materials:

(2Z,6Z,10Z,14Z)-16-(Benzyloxy)-2,6,10,14-tetramethyl-8-(p-tolylsulfonyl)hexadeca-2,6,10,14-tetraen-1-ol

sodium 4-methylbenzenesulfinate

(2Z,6Z)-8-(benzyloxy)-2,6-dimethyl-1-(tetrahydropyran-2-yloxy)-octa-2,6-diene

(2Z,6Z)-3,7-Dimethyl-8-(tetrahydropyran-2-yloxy)octa-2,6-dien-1-ol

Downstream raw materials:

(2Z,6Z,10Z,14Z,18E,22E)-3,7,11,15,19,23,27-heptamethyltriaconta-2,6,10,14,18,22,26-heptaen-1-ol

1-((2Z,6Z,10Z,14Z,18E,22E)-3,7,11,15,19,23,27-Heptamethyl-octacosa-2,6,10,14,18,22,26-heptaene-1-sulfonyl)-4-methyl-benzene

1-((2Z,6Z,10Z,14Z,18Z,22Z,26Z,30E,34E,38E)-1-benzyloxy-17-tosyl-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-9-yl)sulfonyl-4-methylbenzene