(E,E,E,E)-[16,16,16-2H₃]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene

Base Information

• Chemical Name: (E,E,E,E)-[16,16,16-2H₃]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene
• CAS No.: 857463-58-2
• Molecular Formula: C₂₇H₄₀O
• Molecular Weight: 383.59
• Mol file: 857463-58-2.mol

Synonyms:(E,E,E,E)-[16,16,16-2H₃]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene

Chemical Property of (E,E,E,E)-[16,16,16-2H₃]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,E,E,E)-[16,16,16-2H₃]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene

There total 8 articles about (E,E,E,E)-[16,16,16-2H₃]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene 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:

C28H40(2)H2O4S → (E,E,E,E)-[16,16,16-2H3]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene (857463-58-2)

Guidance literature:

With lithium triethyl borodeuteride; In tetrahydrofuran; dichloromethane; at -20 ℃; for 0.75h;

DOI:10.1021/jo0502091

Reference yield:

(E,E,E)-14-benzyloxy-4,8,12-trimethyl-4,8,12-hexadecatrienal (857463-55-9) → (E,E,E,E)-[16,16,16-2H3]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene (857463-58-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / CH₂Cl₂ / 0 - 20 °C

2: 82 percent / LiAlD₄ / diethyl ether / 2 h / 20 °C

3: Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

4: 82 mg / LiBEt₃D / CH₂Cl₂; tetrahydrofuran / 0.75 h / -20 °C

With lithium triethyl borodeuteride; lithium aluminium deuteride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Wittig reaction;

DOI:10.1021/jo0502091

Reference yield:

(E,E,E)-16-benzyloxy-2,3-epoxy-2,6,10,14-tetramethyl-6,10,14-hexadecatriene → (E,E,E,E)-[16,16,16-2H3]-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene (857463-58-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / HClO₄ / tetrahydrofuran; H₂O / 0.83 h / 20 °C

2: 96 percent / NaIO₄ / tetrahydrofuran; H₂O / 17 h / 20 °C

3: 98 percent / CH₂Cl₂ / 0 - 20 °C

4: 82 percent / LiAlD₄ / diethyl ether / 2 h / 20 °C

5: Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

6: 82 mg / LiBEt₃D / CH₂Cl₂; tetrahydrofuran / 0.75 h / -20 °C

With lithium triethyl borodeuteride; sodium periodate; perchloric acid; lithium aluminium deuteride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; 3: Wittig reaction;

DOI:10.1021/jo0502091

upstream raw materials:

(E,E,E)-14-benzyloxy-4,8,12-trimethyl-4,8,12-hexadecatrienal

(E,E,E,E)-[1-2H₂]-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraen-1-ol

ethyl (E,E,E,E)-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraenoate

(2E,6E,10E)-1-(benzyloxy)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene