(E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Chemical Name:(E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
CAS No.:264610-07-3
Molecular Formula:C₃₆H₄₉ClO₄
Molecular Weight:581.236
Hs Code.:

Synonyms:(E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Chemical Property of (E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Technology Process of (E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 10 articles about (E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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: 87.0%

: 263157-65-9
1-((E)-5-Bromo-4-methyl-pent-3-enyl)-3-isopropyl-2-methoxy-benzene

: 264609-98-5
(-)-8-phenylmenthyl 2-chloroacetoacetate

: 264610-07-3
(E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: (-)-8-phenylmenthyl 2-chloroacetoacetate; With sodium hydride; In tetrahydrofuran; for 0.166667h;

With n-butyllithium; at -10 ℃; for 0.5h;

1-((E)-5-Bromo-4-methyl-pent-3-enyl)-3-isopropyl-2-methoxy-benzene; In tetrahydrofuran; at -10 ℃; for 1.5h; Further stages.;
DOI:10.1021/jo9919613

Reference yield:

: 88-69-7
2-(1-methylethyl)phenol

: 264610-07-3
(E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / NaH / tetrahydrofuran / 2.5 h / 65 °C

2.1: n-BuLi / tetrahydrofuran / 2 h / -40 - 20 °C

2.2: 98 percent / 1 h / -78 °C

3.1: s-BuLi / tetrahydrofuran / 2 h / -78 - 30 °C

3.2: 98 percent / 1 h / -78 °C

4.1: 97 percent / TMSCl; LiBF₄ / acetonitrile / 4 h / -10 - 25 °C

5.1: 100 percent / K₂CO₃ / acetone / 2.5 h / Heating

6.1: SeO₂; t-BuO₂H / CH₂Cl₂ / 8 h / 0 °C

6.2: 73 percent / NaBH₄ / methanol

7.1: Et₃N / CH₂Cl₂ / 1 h / -40 - -20 °C

8.1: LiBr / tetrahydrofuran / 2 h / -20 - 25 °C

9.1: NaH / tetrahydrofuran / 0.17 h

9.2: N-BuLi / 0.5 h / -10 °C

9.3: 87 percent / tetrahydrofuran / 1.5 h / -10 °C

With tert.-butylhydroperoxide; lithium tetrafluoroborate; n-butyllithium; chloro-trimethyl-silane; selenium(IV) oxide; sec.-butyllithium; sodium hydride; potassium carbonate; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 1.1: Alkylation / 2.1: Metallation / 2.2: Methylation / 3.1: Metallation / 3.2: Alkylation / 4.1: Substitution / 5.1: Methylation / 6.1: Oxidation / 6.2: Reduction / 7.1: Substitution / 8.1: Substitution / 9.1: Metallation / 9.2: Metallation / 9.3: Alkylation;
DOI:10.1021/jo9919613

Reference yield:

: 90358-31-9
(+)-(1R,2S,5R)-8-phenylmenthyl 3-oxobutanoate

: 264610-07-3
(E)-2-Chloro-9-(3-isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / SOCl₂ / CCl₄ / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h

2.2: N-BuLi / 0.5 h / -10 °C

2.3: 87 percent / tetrahydrofuran / 1.5 h / -10 °C

With thionyl chloride; sodium hydride; In tetrahydrofuran; tetrachloromethane; 1.1: Chlorination / 2.1: Metallation / 2.2: Metallation / 2.3: Alkylation;
DOI:10.1021/jo9919613