(R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate

Base Information

• Chemical Name: (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate
• CAS No.: 326804-29-9
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.28
• Mol file: 326804-29-9.mol

Synonyms:(R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate

Chemical Property of (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate

There total 3 articles about (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl 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: 88.0%

vinyl acetate (108-05-4,9003-20-7) + (2E,4E)-1-phenyl-2,4-hexadien-1-ol (58927-78-9) → (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate (326804-29-9)

Guidance literature:

With Candida antarctica lipase, B; tris-(triphenylsiloxy)-vanadium oxide; In acetonitrile; at 20 - 50 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/ol102053a

Reference yield: 42.0%

vinyl acetate (108-05-4,9003-20-7) + (3E,5E)-6-phenylhexa-3,5-dien-2-ol (34645-31-3,58927-79-0) → (S,3E,5E)-6-phenylhexa-3,5-dien-2-ol (1071994-45-0) + (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate (326804-29-9)

Guidance literature:

With Novozym 435; In hexane; at 20 ℃; optical yield given as %ee; Inert atmosphere; Enzymatic reaction;

DOI:10.1002/ejoc.200800519

Reference yield:

phenylmagnesium bromide (100-58-3) → (R,3E,5E)-6-phenyl-3,5-hexadien-2-yl acetate (326804-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2: Candida antarctica lipase, B; tris-(triphenylsiloxy)-vanadium oxide / acetonitrile / 20 - 50 °C / Inert atmosphere; Enzymatic reaction

With Candida antarctica lipase, B; tris-(triphenylsiloxy)-vanadium oxide; In tetrahydrofuran; acetonitrile; 1: Grignard reaction;

DOI:10.1021/ol102053a

upstream raw materials:

vinyl acetate

(3E,5E)-6-phenylhexa-3,5-dien-2-ol

(2E,4E)-1-phenyl-2,4-hexadien-1-ol

phenylmagnesium bromide