all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene

Base Information

• Chemical Name: all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene
• CAS No.: 68690-53-9
• Molecular Formula: C₄₄H₆₂O₃S
• Molecular Weight: 671.04
• Mol file: 68690-53-9.mol

Synonyms:all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene

Chemical Property of all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene

There total 4 articles about all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene 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: 88.9%

trans,trans-1-benzyloxy-8-chloro-3,7-dimethyl-2,6-octadiene (52220-07-2) + 1-methyl-4-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]sulfonyl}benzene (68690-47-1) → all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene (68690-53-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -20 ℃; for 0.333333h;

DOI:10.1246/bcsj.54.3530

Reference yield:

2E,6E,10E-geranylgeranyl bromide (50848-64-1) → all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene (68690-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 1 h / Ambient temperature

2: 88.9 percent / t-BuOK / tetrahydrofuran; dimethylformamide / 0.33 h / -20 °C

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.54.3530

Reference yield:

Geranylgeraniol (24034-73-9) → all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene (68690-53-9)

Guidance literature:

Multi-step reaction with 3 steps

1: PBr₃ / dimethylformamide / 0.25 h / -10 - -7 °C

2: dimethylformamide / 1 h / Ambient temperature

3: 88.9 percent / t-BuOK / tetrahydrofuran; dimethylformamide / 0.33 h / -20 °C

With potassium tert-butylate; phosphorus tribromide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.54.3530

upstream raw materials:

trans,trans-1-benzyloxy-8-chloro-3,7-dimethyl-2,6-octadiene

1-methyl-4-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]sulfonyl}benzene

2E,6E,10E-geranylgeranyl bromide

Geranylgeraniol

Downstream raw materials:

1-((2E,6E,10E,14Z,18E,22E,26E)-1-Benzyloxy-3,7,11,15,19,23,27,31-octamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaene-9-sulfonyl)-4-methyl-benzene

all-trans-3,7,11,15,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-triacontaoctaen-1-ol

1-((2E,6E,10E,14Z,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaene-1-sulfonyl)-4-methyl-benzene

all-trans-3,7,11,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaen-1-ol