Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

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Chemical Name:Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester
CAS No.:76686-37-8
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

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Chemical Property of Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

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Technology Process of Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

There total 7 articles about Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester 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: 95.0%

: 37428-56-1
(E)-3-bromo-2-buten-1-ol

: 376393-19-0
(6S)-6-Acetoxy-3-ethynyl-2,4,4-trimethylcyclohex-2-enone

: 76686-37-8
Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

Guidance literature:: With copper(l) iodide; 2,6-di-tert-butyl-4-methyl-phenol; diethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 20 ℃; for 0.5h;
DOI:10.1039/b104338m

Reference yield: 79.0%

: 76686-35-6
Essigsaeure-<(1S,3'E)-4-(4'-formyl-3'-methyl-3'-buten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

: 76686-37-8
Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; water; at -40 - -35 ℃; for 2h;
DOI:10.1002/hlca.19800630618

Reference yield:

: 80736-99-8
(S)-2,2,4,6,6-Pentamethyl-7,7a-dihydro-1,3-benzodioxol-5-(6H)-on

: 76686-37-8
Essigsaeure-<(1S,3'E)-4-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: tetrahydrofuran; hexane / 2 h / 20 °C

2.1: 4.97 g / aq. KOH / methanol / 0.5 h / 0 °C

3.1: 84 percent / aq. H₂SO₄ / tetrahydrofuran / 0.5 h / 20 °C

4.1: 93 percent / pyridine / 2 h / 20 °C

5.1: 95 percent / CuI; Et₂NH; BHT / Pd(PPh₃)4 / benzene / 0.5 h / 20 °C

With pyridine; potassium hydroxide; copper(l) iodide; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; sulfuric acid; diethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; benzene; 5.1: Sonogashira coupling reaction;
DOI:10.1039/b104338m