Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

Base Information

Chemical Name:Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester
CAS No.:368423-70-5
Molecular Formula:C₂₇H₃₄O₄
Molecular Weight:422.565
Hs Code.:

Synonyms:Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

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Chemical Property of Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

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Technology Process of Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

There total 11 articles about Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl 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: 77.0%

: 17206-61-0
hept-6-enal

: 368423-69-2
Benzoic acid (R)-2-but-3-enyl-3-isopropyl-4-methylene-5-oxo-cyclopent-1-enyl ester

: 368423-70-5
Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

Guidance literature:: With 3-benzyl-4-methyl-5-hydroxyethylthiazolium chloride; triethylamine; In 1,4-dioxane; at 70 ℃; for 23h;
DOI:10.1021/ja011242h

Reference yield:

: 764-59-0
hex-5-en-1-al

: 368423-70-5
Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / 20 °C

2.1: LDA / tetrahydrofuran / -78 - 10 °C

3.1: LDA / -78 - 10 °C

4.1: (COOH)2 / tetrahydrofuran; H₂O

5.1: NaClO₂; KH₂PO₄; 2-methyl-2-butene

6.1: CBr₄; PPh₃

7.1: n-BuLi; LiCl / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran / 1 h / -78 - -45 °C

7.3: HCl / various solvent(s) / 0 °C

8.1: 90 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 6.5 h / 20 °C

9.1: 77 percent / 3-benzyl-5-(hydroxyethyl)-4-methylthiazolium chloride; Et₃N / dioxane / 23 h / 70 °C

With pyridine; dmap; sodium chlorite; potassium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; 3-benzyl-4-methyl-5-hydroxyethylthiazolium chloride; carbon tetrabromide; oxalic acid; triethylamine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 9.1: Stetter reaction;
DOI:10.1021/ja011242h

Reference yield:

: 2-[2-Methyl-prop-(E)-ylidene]-hex-5-enoic acid

: 368423-70-5
Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: CBr₄; PPh₃

2.1: n-BuLi; LiCl / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / 1 h / -78 - -45 °C

2.3: HCl / various solvent(s) / 0 °C

3.1: 90 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 6.5 h / 20 °C

4.1: 77 percent / 3-benzyl-5-(hydroxyethyl)-4-methylthiazolium chloride; Et₃N / dioxane / 23 h / 70 °C

With pyridine; dmap; n-butyllithium; 3-benzyl-4-methyl-5-hydroxyethylthiazolium chloride; carbon tetrabromide; triethylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 4.1: Stetter reaction;
DOI:10.1021/ja011242h