(E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester
CAS No.:384817-69-0
Molecular Formula:C₁₈H₂₈O₃
Molecular Weight:292.419
Hs Code.:

Synonyms:(E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

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Chemical Property of (E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

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Technology Process of (E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

There total 1 articles about (E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl 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: 99.0%

: 380414-34-6
(E)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

: 384817-69-0
(E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1016/S0040-4039(01)01608-2

Reference yield: 93.0%

: 384817-69-0
(E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

: 384817-70-3
(E)-4-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃; for 0.25h;
DOI:10.1016/S0040-4039(01)01608-2

Reference yield:

: 384817-69-0
(E)-4-((1R,5R,6R)-6-Formyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-2-methyl-but-2-enoic acid ethyl ester

: 384817-59-8
Benzoic acid (Z)-(1R,2S)-1-((1R,5R,6R)-6-formyl-5-isopropyl-2-methyl-cyclohex-2-enylmethyl)-4-iodo-2-methoxymethoxy-2-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 93 percent / NaBH₄ / ethanol / 0.25 h / 20 °C

2: 86 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

3: 99 percent / LiAlH₄ / diethyl ether / 0.5 h / 20 °C

4: 87 percent / TBHP; Ti(Oi-Pr)4; (+)-DET / 4 Angstroem MS / CH₂Cl₂ / 20 h / -20 °C

5: 66 percent / Ti(Oi-Pr)4 / CHCl₃ / 8 h / 20 °C

6: imidazole / CH₂Cl₂ / 0.03 h / 20 °C

7: DIPEA / CH₂Cl₂ / 8 h / 50 °C

8: aq. TAS-F / dimethylformamide / 0.67 h / 20 °C

9: 99 percent / DMP / CH₂Cl₂ / 1 h / 20 °C

10: 61 percent / NaN(TMS)2 / 3 h / -78 °C

11: 97 percent / HF*Py / tetrahydrofuran; pyridine / 8 h / 55 °C

12: 99 percent / DMP / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; diethyl (2R,3R)-tartrate; phthalic acid dimethyl ester; sodium hexamethyldisilazane; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; tris(dimethylamino)sulfonium trimethylsilyldifluoride; 4 Angstroem MS; In tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 4: Sharpless' asymmetric epoxidation;
DOI:10.1016/S0040-4039(01)01608-2