Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

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Chemical Name:Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester
CAS No.:83076-63-5
Molecular Formula:C₃₅H₄₈O₂
Molecular Weight:500.765
Hs Code.:

Synonyms:Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

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Chemical Property of Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

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Technology Process of Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

There total 9 articles about Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-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: 32.0%

: 83076-59-9
(1S,3S,6R)-1-hydroxy-3-methyl-9,10-seco-cholesta-5⁽¹⁰⁾,6,7,25-tetraene

: 65-85-0,8013-63-6
benzoic acid

: 83076-63-5
Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In benzene; for 0.5h;
DOI:10.1021/ja00386a042

Reference yield:

: 61621-47-4
2,5-dimethyl-1,3-cyclohexanedione

: 83076-63-5
Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / iodine, triphenylphosphine, triethylamine / acetonitrile / 14 h / Heating

2: 67 percent / sodium borohydride / ethanol / 0.33 h

3: imidazole

4: 1.) tert-butyllithium, 2.) CuI, (n-Bu)3P, 3.) (n-Bu)4NF

5: 32 percent / triphenylphosphine, diethyl azodicarboxylate / benzene / 0.5 h

With 1H-imidazole; sodium tetrahydroborate; copper(l) iodide; tributylphosphine; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; triethylamine; triphenylphosphine; diethylazodicarboxylate; In ethanol; acetonitrile; benzene;
DOI:10.1021/ja00386a042

Reference yield:

: 66774-82-1
de-A,B-25-cholesten-8β-ol

: 83076-63-5
Benzoic acid (1R,5S)-3-{2-[(1R,3aR,7aR)-1-((R)-1,5-dimethyl-hex-5-enyl)-7a-methyl-octahydro-inden-4-ylidene]-vinyl}-2,5-dimethyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / pyridinium dichromate, pyridinium trifluoroacetate / CH₂Cl₂ / 4.5 h

2: 93 percent / n-butyllithium / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) room temperature, 1 h

3: 70 percent / n-butyllithium / tetrahydrofuran / 1.) -78 deg C, 2.) room temperature, 3 h

4: 1.) tert-butyllithium, 2.) CuI, (n-Bu)3P, 3.) (n-Bu)4NF

5: 32 percent / triphenylphosphine, diethyl azodicarboxylate / benzene / 0.5 h

With copper(l) iodide; dipyridinium dichromate; n-butyllithium; tributylphosphine; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium trifluroacetate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ja00386a042