(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

Base Information

Chemical Name:(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on
CAS No.:123393-05-5
Molecular Formula:C₁₇H₂₆O₃
Molecular Weight:278.392
Hs Code.:

Synonyms:(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

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Chemical Property of (1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

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Technology Process of (1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

There total 7 articles about (1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on 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: 52.0%

: 917-54-4
methyllithium

: (5'R)-3-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>prop-2-ennitril

: 123393-05-5
(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

Guidance literature:: In diethyl ether; at 0 ℃; for 1h;
DOI:10.1002/hlca.19890720120

Reference yield:

: (4R)-4-<(1,3-Dioxolan-2-yl)methyl>-1,3,3-trimethyl-1,2-epoxycyclohexan

: 123393-05-5
(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

Guidance literature:: Multi-step reaction with 6 steps

1: 43 percent / Filtrol / dioxane / 0.75 h / Ambient temperature

2: 79 percent / Cr₂O₃ / pyridine; H₂O / 14 h

3: 70 percent / 1.6 M Bu-Li / tetrahydrofuran; hexane / 0.5 h / 0 °C

4: 97 percent / EtMgBr / toluene; acetone / 4 h / Ambient temperature

5: 92 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

6: 52 percent / diethyl ether / 1 h / 0 °C

With chromium(III) oxide; n-butyllithium; FILTROL; ethylmagnesium bromide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; hexane; water; acetone; toluene;
DOI:10.1002/hlca.19890720120

Reference yield:

: (5R)-5-<(1,3-Dioxolan-2-yl)methyl>-2,6,6-trimethylcyclohex-2-enol

: 123393-05-5
(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / Cr₂O₃ / pyridine; H₂O / 14 h

2: 70 percent / 1.6 M Bu-Li / tetrahydrofuran; hexane / 0.5 h / 0 °C

3: 97 percent / EtMgBr / toluene; acetone / 4 h / Ambient temperature

4: 92 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

5: 52 percent / diethyl ether / 1 h / 0 °C

With chromium(III) oxide; n-butyllithium; ethylmagnesium bromide; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; hexane; water; acetone; toluene;
DOI:10.1002/hlca.19890720120