Technology Process of 2-((1R,4E,7E,10E,13R,15S)-15-methoxy-11-methyl-15-((E)-3-methyl-5-phenylpent-3-en-1-yl)-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-5-yl)acetic acid
There total 10 articles about 2-((1R,4E,7E,10E,13R,15S)-15-methoxy-11-methyl-15-((E)-3-methyl-5-phenylpent-3-en-1-yl)-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-5-yl)acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,4E,7E,10E,13R,15S)-5-(2-hydroxyethyl)-15-methoxy-11-methyl-15-((E)-3-methyl-5-phenylpent-3-en-1-yl)-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-3-one;
With
Dess-Martin periodane;
at 20 ℃;
for 0.583333h;
With
sodium chlorite; sodium dihydrogen phosphate monohydrate; 2,3-Dimethyl-2-butene;
In
water; tert-butyl alcohol;
at 20 ℃;
for 0.333333h;
DOI:10.1021/ol302219x
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / benzene / 1.5 h / 0 - 20 °C
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; benzene / 6 h / 45 - 50 °C
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6 h / 20 °C
3.2: 16 h / 20 °C
4.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0 °C
5.1: Dess-Martin periodane / 0.58 h / 20 °C
5.2: 0.33 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); di-isopropyl azodicarboxylate; Dess-Martin periodane; triethylamine tris(hydrogen fluoride); triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
2.1: |Stille Cross Coupling / 5.1: |Dess-Martin Oxidation;
DOI:10.1021/ol302219x
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 2 h / 0 °C
1.2: 0 °C
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide; benzene / 6 h / 45 - 50 °C
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6 h / 20 °C
3.2: 16 h / 20 °C
4.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0 °C
5.1: Dess-Martin periodane / 0.58 h / 20 °C
5.2: 0.33 h / 20 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium(0); 2,4,6-trichlorobenzoyl chloride; Dess-Martin periodane; triethylamine tris(hydrogen fluoride); triethylamine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
1.1: |Yamaguchi Lactonization / 2.1: |Stille Cross Coupling / 5.1: |Dess-Martin Oxidation;
DOI:10.1021/ol302219x
![(1R,4E,7E,10E,13R,15S)-5-(2-hydroxyethyl)-15-methoxy-11-methyl-15-((E)-3-methyl-5-phenylpent-3-en-1-yl)-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-3-one](/Databaselist/images/loading.webp)
