(2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate

Base Information

• Chemical Name: (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate
• CAS No.: 1552302-69-8
• Molecular Formula: C₂₉H₄₀O₅S
• Molecular Weight: 500.7
• Mol file: 1552302-69-8.mol

Synonyms:

Chemical Property of (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate

There total 8 articles about (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate 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:

(2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate (73127-51-2) → (2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate (1100356-98-6) + (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate (1552302-69-8)

Guidance literature:

With tert.-butylhydroperoxide; selenium(IV) oxide; 3-Chloro-2-hydroxybenzoic acid; In dichloromethane; water; at 20 ℃; for 30h;

DOI:10.1002/jlcr.3083

Reference yield:

3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene (53254-60-7) → (2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate (1100356-98-6) + (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate (1552302-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / -5 °C

2: selenium(IV) oxide; 3-Chloro-2-hydroxybenzoic acid; tert.-butylhydroperoxide / dichloromethane; water / 30 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; 3-Chloro-2-hydroxybenzoic acid; sodium hydride; In dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/jlcr.3083

Reference yield:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → (2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate (1100356-98-6) + (2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate (1552302-69-8)

Guidance literature:

Multi-step reaction with 5 steps

1: selenium(IV) oxide; 3-Chloro-2-hydroxybenzoic acid; tert.-butylhydroperoxide / dichloromethane; water / 24 h / 20 °C

2: sodium tetrahydroborate / ethanol / 0 - 20 °C

3: pyridine; phosphorus tribromide / diethyl ether / 4.5 h / 0 °C / Darkness

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / -5 °C

5: selenium(IV) oxide; 3-Chloro-2-hydroxybenzoic acid; tert.-butylhydroperoxide / dichloromethane; water / 30 h / 20 °C

With pyridine; tert.-butylhydroperoxide; selenium(IV) oxide; sodium tetrahydroborate; 3-Chloro-2-hydroxybenzoic acid; phosphorus tribromide; sodium hydride; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/jlcr.3083

upstream raw materials:

(2E,6E)-8-bromo-3,7-dimethylocta-2,6-dienyl acetate

Geraniol

trans-geranyl bromide

3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene

Downstream raw materials:

(2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)hexadeca-2,6,10,14-tetraenyl acetate