(2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

Base Information

Chemical Name:(2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate
CAS No.:1542432-75-6
Molecular Formula:C₂₅H₃₁F₆O₅P
Molecular Weight:556.482
Hs Code.:

Synonyms:(2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

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Chemical Property of (2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

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Technology Process of (2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

There total 5 articles about (2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate 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:

: 14371-10-9
(E)-3-phenylpropenal

: 1542432-73-4
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]acetate

: 1542432-75-6
(2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

: (2Z,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

Guidance literature:: With piperidinium benzoate; In benzene; for 5h; Overall yield = 78 %; Overall yield = 4.45 g; Inert atmosphere; Reflux; Dean-Stark;
DOI:10.1016/j.tetasy.2013.11.005

Reference yield:

: 16832-20-5,32815-12-6,55284-67-8
(1R,2S,5R)-menthol bromoacetate

: 1542432-75-6
(2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

: (2Z,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1: 3 h / 100 °C / Inert atmosphere

2: phosphorus pentachloride / 14.08 h / 0 - 75 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / benzene / 4 h / 0 - 20 °C / Inert atmosphere

4: piperidinium benzoate / benzene / 5 h / Inert atmosphere; Reflux; Dean-Stark

With phosphorus pentachloride; piperidinium benzoate; N-ethyl-N,N-diisopropylamine; In benzene; 1: |Arbuzov Reaction / 4: |Knoevenagel Condensation;
DOI:10.1016/j.tetasy.2013.11.005

Reference yield:

: 2216-51-5
(-)-menthol

: 1542432-75-6
(2E,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

: (2Z,4E)-(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]-5-phenylpenta-2,4-dienoate

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / dichloromethane / -78 °C / Inert atmosphere

2: 3 h / 100 °C / Inert atmosphere

3: phosphorus pentachloride / 14.08 h / 0 - 75 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / benzene / 4 h / 0 - 20 °C / Inert atmosphere

5: piperidinium benzoate / benzene / 5 h / Inert atmosphere; Reflux; Dean-Stark

With pyridine; phosphorus pentachloride; piperidinium benzoate; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene; 2: |Arbuzov Reaction / 5: |Knoevenagel Condensation;
DOI:10.1016/j.tetasy.2013.11.005