Benzoic acid, 2-[(1E)-2-iodoethenyl]-6-methoxy-, (1S,2S,3Z)-1-[2,2-bis(ethylthio)ethyl]-2-(methoxymethoxy)-3-hexen-5-yn yl ester

Base Information

Chemical Name:Benzoic acid, 2-[(1E)-2-iodoethenyl]-6-methoxy-, (1S,2S,3Z)-1-[2,2-bis(ethylthio)ethyl]-2-(methoxymethoxy)-3-hexen-5-yn yl ester
CAS No.:651043-61-7
Molecular Formula:C24H31IO5S2
Molecular Weight:590.544
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid, 2-[(1E)-2-iodoethenyl]-6-methoxy-, (1S,2S,3Z)-1-[2,2-bis(ethylthio)ethyl]-2-(methoxymethoxy)-3-hexen-5-yn yl ester

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MSDS Files:: SDS file from LookChem

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Technology Process of Benzoic acid, 2-[(1E)-2-iodoethenyl]-6-methoxy-, (1S,2S,3Z)-1-[2,2-bis(ethylthio)ethyl]-2-(methoxymethoxy)-3-hexen-5-yn yl ester

There total 16 articles about Benzoic acid, 2-[(1E)-2-iodoethenyl]-6-methoxy-, (1S,2S,3Z)-1-[2,2-bis(ethylthio)ethyl]-2-(methoxymethoxy)-3-hexen-5-yn yl 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: 38.0%

: 651043-69-5
(1E)-2-(2-iodovinyl)-6-methoxybenzoic acid

: 651043-68-4
(5Z)-(3S,4S)-1,1-bis-ethylsulfanyl-4-methoxymethoxyoct-5-en-7-yn-3-ol

: 651043-61-7
(1E,3Z)-(1S,2S)-2-(2-iodovinyl)-6-methoxybenzoic acid 1-(2,2-bis-ethylsulfanylethyl)-2-methoxymethoxyhex-3-en-5-ynyl ester

Guidance literature:: (1E)-2-(2-iodovinyl)-6-methoxybenzoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 3h;

(5Z)-(3S,4S)-1,1-bis-ethylsulfanyl-4-methoxymethoxyoct-5-en-7-yn-3-ol; With dmap; In dichloromethane; toluene; at 90 ℃;
DOI:10.1021/ol036007d

Reference yield:

: 73274-87-0,73713-38-9
3-hydroxy-7-methoxy-3H-isobenzofuran-1-one

: 651043-61-7
(1E,3Z)-(1S,2S)-2-(2-iodovinyl)-6-methoxybenzoic acid 1-(2,2-bis-ethylsulfanylethyl)-2-methoxymethoxyhex-3-en-5-ynyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylethylamine / dimethylformamide / 100 °C

2.1: 1.24 g / chromium(II) chloride / tetrahydrofuran / 5 h / 0 °C

3.1: 77 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

4.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 3 h / 20 °C

4.2: 38 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; toluene / 90 °C

With chromium dichloride; 2,4,6-trichlorobenzoyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: Takai olefination;
DOI:10.1021/ol036007d

Reference yield:

: 94292-91-8
(S)-1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propan-1-ol

: 651043-61-7
(1E,3Z)-(1S,2S)-2-(2-iodovinyl)-6-methoxybenzoic acid 1-(2,2-bis-ethylsulfanylethyl)-2-methoxymethoxyhex-3-en-5-ynyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 90 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Heating

2.1: 88 percent / acetic acid / 20 °C

3.1: 85 percent / imidazole / dimethylformamide / 1 h

4.1: 94 percent / diisopropylethylamine / 16 h / 20 °C

5.1: 94 percent / trifluoroacetic acid / H₂O; tetrahydrofuran / 20 °C

6.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.17 h / 20 °C

7.1: 4.3 g / triphenylphosphine / CH₂Cl₂ / 0.17 h / 0 °C

8.1: 95 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; tributyltin hydride / benzene / 2 h / 20 °C

9.1: 87 percent / diisopropylaluminum hydride / CH₂Cl₂; tetrahydrofuran / 1 h / 20 °C

10.1: 84 percent / diethylamine; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 0.5 h / 20 °C

11.1: 96 percent / potassium carbonate / methanol / 2 h / 20 °C

12.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 3 h / 20 °C

12.2: 38 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; toluene / 90 °C

With pyridine; 1H-imidazole; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropyl aluminum hydride; 2,4,6-trichlorobenzoyl chloride; tri-n-butyl-tin hydride; potassium carbonate; Dess-Martin periodane; acetic acid; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene; 7.1: Corey-Fuchs reaction;
DOI:10.1021/ol036007d