(5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

Base Information

Chemical Name:(5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone
CAS No.:134209-40-8
Molecular Formula:C₂₇H₃₈O₂
Molecular Weight:394.598
Hs Code.:

Synonyms:(5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

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Chemical Property of (5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

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Technology Process of (5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

There total 3 articles about (5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone 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: 22.0%

: 134209-31-7,134308-58-0
benzyl (1SR,2RS,3RS,6E,10E,14SR)-2,3-epoxy-14-(2-propenyl)-3,7,11-trimethyl-6,10-cyclotetradecadien-1-yl ether

: 134209-40-8
(5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

Guidance literature:: With boron trifluoride diethyl etherate; In diethyl ether; at -20 ℃; for 5h;
DOI:10.1021/jo00014a036

Reference yield:

: 100-39-0
benzyl bromide

: 134209-40-8
(5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

Guidance literature:: Multi-step reaction with 2 steps

1: 1) NaH, 2) n-Bu₄NI / 1) benzene, 0 deg C, 10 min, 2) benzene, room temperature

2: 22 percent / BF₃*OEt₂ / diethyl ether / 5 h / -20 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In diethyl ether;
DOI:10.1021/jo00014a036

Reference yield:

: 86853-14-7
(6E,10E)-(1S,2R,3R,14S)-3-Isopropenyl-6,10,14-trimethyl-15-oxa-bicyclo[12.1.0]pentadeca-6,10-dien-2-ol

: 134209-40-8
(5E,9E)-(13S,14S)-14-Benzyloxy-13-isopropenyl-2,6,10-trimethyl-cyclotetradeca-5,9-dienone

Guidance literature:: Multi-step reaction with 2 steps

1: 1) NaH, 2) n-Bu₄NI / 1) benzene, 0 deg C, 10 min, 2) benzene, room temperature

2: 22 percent / BF₃*OEt₂ / diethyl ether / 5 h / -20 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In diethyl ether;
DOI:10.1021/jo00014a036