benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

Base Information

Chemical Name:benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester
CAS No.:913618-00-5
Molecular Formula:C₂₈H₃₈O₄
Molecular Weight:438.607
Hs Code.:

Synonyms:benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

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Chemical Property of benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

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Technology Process of benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

There total 16 articles about benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl 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: 98.0%

: benzoic acid 5-(6-methoxycarbonyl-2-methyl-hex-2-enyl)-4-(2-oxo-ethyl)-cyclopent-2-enyl ester

: 4762-26-9
hexyltriphenylphosphonium bromide

: 913618-00-5
benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

: 913617-92-2
(4S)-4-vinyltetrahydropyran-2-one

: 913618-00-5
benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 94 percent / 3 h

2.1: 98 percent / DIBAL-H / hexane; tetrahydrofuran / -78 - -20 °C

3.1: 94 percent / tetrahydrofuran / 1 h / 0 °C

4.1: 80 percent / second generation Grubbs catalyst / 1.5 h / 20 °C

5.1: 98 percent / triethylamine; 4-dimethylaminopyridine / dimethylformamide / 1 h / 0 °C

6.1: 78 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

7.1: 80 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 99 percent / sodium periodate / 2-methyl-propan-2-ol / 2 h / 20 °C

9.1: 76 percent / NaHMDS / tetrahydrofuran / 2 h / 20 °C

10.1: 280 mg / diethyl ether

11.1: 16 mg / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

12.1: 99 percent / Dess-Martin periodinane / 0.5 h / 20 °C

13.1: 98 percent / NaHMDS / tetrahydrofuran / 2 h / 20 °C

With pyridine; dmap; sodium periodate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 9.1: Wittig reaction / 13.1: Wittig reaction;
DOI:10.1016/j.tet.2006.08.068

Reference yield:

: 913617-72-8
(3R,4R)-3-(3-methyl-2-butenyl)-4-vinyltetrahydropyran-2-one

: 913618-00-5
benzoic acid 5-(6-methoxy-carbonyl-2-hexenyl-4-2-octenyl)-2-cyclopentenyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / DIBAL-H / hexane; tetrahydrofuran / -78 - -20 °C

2: 94 percent / tetrahydrofuran / 1 h / 0 °C

3: 80 percent / second generation Grubbs catalyst / 1.5 h / 20 °C

4: 98 percent / triethylamine; 4-dimethylaminopyridine / dimethylformamide / 1 h / 0 °C

5: 78 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

6: 80 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

7: 99 percent / sodium periodate / 2-methyl-propan-2-ol / 2 h / 20 °C

8: 76 percent / NaHMDS / tetrahydrofuran / 2 h / 20 °C

9: 280 mg / diethyl ether

10: 16 mg / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

11: 99 percent / Dess-Martin periodinane / 0.5 h / 20 °C

12: 98 percent / NaHMDS / tetrahydrofuran / 2 h / 20 °C

With pyridine; dmap; sodium periodate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 8: Wittig reaction / 12: Wittig reaction;
DOI:10.1016/j.tet.2006.08.068