Technology Process of Benzoic acid (4E,6E,10E,12E)-(3S,9S,14R,15S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-14-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-16-hydroxy-6,12,15-trimethyl-hexadeca-4,6,10,12-tetraenyl ester
There total 24 articles about Benzoic acid (4E,6E,10E,12E)-(3S,9S,14R,15S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-14-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-16-hydroxy-6,12,15-trimethyl-hexadeca-4,6,10,12-tetraenyl 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:
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![Benzoic acid (4E,6E,10E,12E)-(3S,9S,14R,15S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-14-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-16-hydroxy-6,12,15-trimethyl-hexadeca-4,6,10,12-tetraenyl ester](/Databaselist/images/loading.webp)
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328381-92-6
Benzoic acid (4E,6E,10E,12E)-(3S,9S,14R,15S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-14-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-16-hydroxy-6,12,15-trimethyl-hexadeca-4,6,10,12-tetraenyl ester
- Guidance literature:
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(S)-N-[(E)-(R)-4-(Benzothiazole-2-sulfonyl)-1-((S)-2-hydroxy-1-methyl-ethyl)-3-methyl-but-2-enyl]-2-(tert-butyl-diphenyl-silanyloxy)-propionamide;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
at -78 ℃;
for 0.0833333h;
Benzoic acid (4E,6E)-(3S,9S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-10-oxo-deca-4,6-dienyl ester;
In
tetrahydrofuran;
at -78 - 20 ℃;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C
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328381-92-6
Benzoic acid (4E,6E,10E,12E)-(3S,9S,14R,15S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-14-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-16-hydroxy-6,12,15-trimethyl-hexadeca-4,6,10,12-tetraenyl ester
- Guidance literature:
-
Multi-step reaction with 15 steps
1.1: 87 percent / H2O / CH2Cl2 / 20 °C / Irradiation
2.1: 77 percent / toluene / Heating
3.1: 98 percent / TBAF / tetrahydrofuran
4.1: aq. NaIO4 / tetrahydrofuran
5.1: NaBH4 / CH2Cl2; methanol
6.1: imidazole / toluene
7.1: LiHMDS / tetrahydrofuran / -78 °C
7.2: 92 percent / tetrahydrofuran
8.1: 80 percent / H2 / Pd/BaSO4 / ethyl acetate / 4137.18 Torr
9.1: 88 percent / L-selectride / tetrahydrofuran / -78 - 20 °C
10.1: 2,6-lutidine / CH2Cl2
11.1: LiBr / tetrahydrofuran / 20 °C
12.1: nBuLi / tetrahydrofuran / -78 °C
12.2: 97 percent / tetrahydrofuran / -78 - 20 °C
13.1: 85 percent / PPTS; H2O / methanol
14.1: 89 percent / aq. H2O2; (NH4)6Mo7O24*4H2O / ethanol / 0 - 20 °C
15.1: LDA / tetrahydrofuran / 0.08 h / -78 °C
15.2: 72 percent / tetrahydrofuran / -78 - 20 °C
With
1H-imidazole; 2,6-dimethylpyridine; ammonium heptamolybdate; sodium tetrahydroborate; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; L-Selectride; lithium bromide; lithium hexamethyldisilazane; lithium diisopropyl amide;
Pd-BaSO4;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C
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328381-92-6
Benzoic acid (4E,6E,10E,12E)-(3S,9S,14R,15S)-3,9-bis-(tert-butyl-dimethyl-silanyloxy)-14-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-propionylamino]-16-hydroxy-6,12,15-trimethyl-hexadeca-4,6,10,12-tetraenyl ester
- Guidance literature:
-
Multi-step reaction with 14 steps
1.1: 77 percent / toluene / Heating
2.1: 98 percent / TBAF / tetrahydrofuran
3.1: aq. NaIO4 / tetrahydrofuran
4.1: NaBH4 / CH2Cl2; methanol
5.1: imidazole / toluene
6.1: LiHMDS / tetrahydrofuran / -78 °C
6.2: 92 percent / tetrahydrofuran
7.1: 80 percent / H2 / Pd/BaSO4 / ethyl acetate / 4137.18 Torr
8.1: 88 percent / L-selectride / tetrahydrofuran / -78 - 20 °C
9.1: 2,6-lutidine / CH2Cl2
10.1: LiBr / tetrahydrofuran / 20 °C
11.1: nBuLi / tetrahydrofuran / -78 °C
11.2: 97 percent / tetrahydrofuran / -78 - 20 °C
12.1: 85 percent / PPTS; H2O / methanol
13.1: 89 percent / aq. H2O2; (NH4)6Mo7O24*4H2O / ethanol / 0 - 20 °C
14.1: LDA / tetrahydrofuran / 0.08 h / -78 °C
14.2: 72 percent / tetrahydrofuran / -78 - 20 °C
With
1H-imidazole; 2,6-dimethylpyridine; ammonium heptamolybdate; sodium tetrahydroborate; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; L-Selectride; lithium bromide; lithium hexamethyldisilazane; lithium diisopropyl amide;
Pd-BaSO4;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C
