2,4,8,14-Tetraoxanonadeca-11,17-dien-19-oic acid, 10-[(4-methoxyphenyl)methoxy]-5,9,15-trimethyl-7,13-dioxo-, 2-[(4-methylphenyl)sulfonyl]ethyl ester, (5R,9S,10R,11E,15S,17E)-

Base Information

Chemical Name:2,4,8,14-Tetraoxanonadeca-11,17-dien-19-oic acid, 10-[(4-methoxyphenyl)methoxy]-5,9,15-trimethyl-7,13-dioxo-, 2-[(4-methylphenyl)sulfonyl]ethyl ester, (5R,9S,10R,11E,15S,17E)-
CAS No.:634578-93-1
Molecular Formula:C35H46O12S
Molecular Weight:690.809
Hs Code.:

2,4,8,14-Tetraoxanonadeca-11,17-dien-19-oic acid,
10-[(4-methoxyphenyl)methoxy]-5,9,15-trimethyl-7,13-dioxo-,
2-[(4-methylphenyl)sulfonyl]ethyl ester, (5R,9S,10R,11E,15S,17E)-

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Chemical Property of 2,4,8,14-Tetraoxanonadeca-11,17-dien-19-oic acid, 10-[(4-methoxyphenyl)methoxy]-5,9,15-trimethyl-7,13-dioxo-, 2-[(4-methylphenyl)sulfonyl]ethyl ester, (5R,9S,10R,11E,15S,17E)-

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Technology Process of 2,4,8,14-Tetraoxanonadeca-11,17-dien-19-oic acid, 10-[(4-methoxyphenyl)methoxy]-5,9,15-trimethyl-7,13-dioxo-, 2-[(4-methylphenyl)sulfonyl]ethyl ester, (5R,9S,10R,11E,15S,17E)-

There total 6 articles about 2,4,8,14-Tetraoxanonadeca-11,17-dien-19-oic acid, 10-[(4-methoxyphenyl)methoxy]-5,9,15-trimethyl-7,13-dioxo-, 2-[(4-methylphenyl)sulfonyl]ethyl ester, (5R,9S,10R,11E,15S,17E)- 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: 75.0%

: 272125-70-9
(R)-3-Methoxymethoxybutanoic acid

: 634578-85-1
(E)-(4R,5S)-5-Hydroxy-4-(4-methoxy-benzyloxy)-hex-2-enoic acid (E)-(S)-1-methyl-4-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-but-3-enyl ester

: 634578-93-1
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-((R)-3-methoxymethoxy-butyryloxy)-hex-2-enoic acid (E)-(S)-1-methyl-4-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-but-3-enyl ester

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; toluene; at 20 ℃; for 24h;
DOI:10.1016/j.tetlet.2003.09.034

Reference yield:

: 634578-78-2
(E)-(S)-5-Formyloxy-hex-2-enoic acid 2-(toluene-4-sulfonyl)-ethyl ester

: 634578-93-1
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-((R)-3-methoxymethoxy-butyryloxy)-hex-2-enoic acid (E)-(S)-1-methyl-4-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / HCl / dioxane; H₂O / 12 h / 20 °C

2: 88 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 12 h / 20 °C

3: 84 percent / TMSCl; H₂O / acetonitrile / 8 h / 20 °C

4: 75 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 24 h / 20 °C

With hydrogenchloride; dmap; chloro-trimethyl-silane; 2,4,6-trichlorobenzoyl chloride; water; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2003.09.034

Reference yield:

: 634578-67-9
trans-(4R,5S)-5-tert-butyldimethylsilyloxy-4-p-methoxybenzyloxy-2-hexenoic acid

: 634578-93-1
(E)-(4R,5S)-4-(4-Methoxy-benzyloxy)-5-((R)-3-methoxymethoxy-butyryloxy)-hex-2-enoic acid (E)-(S)-1-methyl-4-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 12 h / 20 °C

2: 84 percent / TMSCl; H₂O / acetonitrile / 8 h / 20 °C

3: 75 percent / 2,4,6-trichlorobenzoyl chloride; Et₃N; DMAP / tetrahydrofuran; toluene / 24 h / 20 °C

With dmap; chloro-trimethyl-silane; 2,4,6-trichlorobenzoyl chloride; water; triethylamine; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2003.09.034