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

Base Information

• Chemical Name: (E,E,E,E)-[1-2H₂]-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraen-1-ol
• CAS No.: 857463-57-1
• Molecular Formula: C₂₇H₄₀O₂
• Molecular Weight: 398.598

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

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

Chemical Property:

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

There total 6 articles about (E,E,E,E)-[1-2H₂]-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraen-1-ol 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: 82.0%

ethyl (E,E,E,E)-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraenoate (857463-56-0) → (E,E,E,E)-[1-2H2]-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraen-1-ol (857463-57-1)

Guidance literature:

With lithium aluminium deuteride; In diethyl ether; at 20 ℃; for 2h;

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)-[1-2H2]-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraen-1-ol (857463-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / CH₂Cl₂ / 0 - 20 °C

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

With lithium aluminium deuteride; In 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)-[1-2H2]-16-benzyloxy-2,6,10,14-tetramethyl-2,6,10,14-hexadecatetraen-1-ol (857463-57-1)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1021/jo0502091

upstream raw materials:

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

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

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

Downstream raw materials:

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

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