Technology Process of 17-{(1S)-1-[(phenylmethoxy)methoxy]ethyl}(11S,17S,1R,3R,7R,21R,23R)-11-methoxy-10,10-dimethyl-5,25-dimethylene-18,27,28,29-tetraoxa-21-(4-methoxybenzyloxy)tetracyclo[21.3.1.13,7.117,15]nonacosa-8-ene-12,19-dione
There total 20 articles about 17-{(1S)-1-[(phenylmethoxy)methoxy]ethyl}(11S,17S,1R,3R,7R,21R,23R)-11-methoxy-10,10-dimethyl-5,25-dimethylene-18,27,28,29-tetraoxa-21-(4-methoxybenzyloxy)tetracyclo[21.3.1.13,7.117,15]nonacosa-8-ene-12,19-dione 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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![17-{(1S)-1-[(phenylmethoxy)methoxy]ethyl}(11S,17S,1R,3R,7R,21R,23R)-11-methoxy-10,10-dimethyl-5,25-dimethylene-18,27,28,29-tetraoxa-21-(4-methoxybenzyloxy)tetracyclo[21.3.1.1<sup>3,7</sup>.1<sup>17,15</sup>]nonacosa-8-ene-12,19-dione](/Databaselist/images/loading.webp)
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1028481-56-2
17-{(1S)-1-[(phenylmethoxy)methoxy]ethyl}(11S,17S,1R,3R,7R,21R,23R)-11-methoxy-10,10-dimethyl-5,25-dimethylene-18,27,28,29-tetraoxa-21-(4-methoxybenzyloxy)tetracyclo[21.3.1.13,7.117,15]nonacosa-8-ene-12,19-dione
- Guidance literature:
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(R)-4-((2S,6R)-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-(tert-butyldimethylsilyloxy)butyl)-2-methoxy-3-oxo-tetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylene-tetrahydro-2H-pyran-2-yl)methyl)-4-methylene-tetrahydro-2H-pyran-2-yl)-3-(4-methoxybenzyloxy)butanoic acid;
With
pyridine hydrofluoride;
In
tetrahydrofuran; pyridine;
for 48h;
With
2,4,6-trichlorobenzoyl chloride; triethylamine;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 3h;
With
dmap;
In
tetrahydrofuran; toluene;
at 40 ℃;
for 12h;
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1028481-56-2
17-{(1S)-1-[(phenylmethoxy)methoxy]ethyl}(11S,17S,1R,3R,7R,21R,23R)-11-methoxy-10,10-dimethyl-5,25-dimethylene-18,27,28,29-tetraoxa-21-(4-methoxybenzyloxy)tetracyclo[21.3.1.13,7.117,15]nonacosa-8-ene-12,19-dione
- Guidance literature:
-
C48H66O12;
With
2,4,6-trichlorobenzoyl chloride; triethylamine;
In
tetrahydrofuran;
at 20 ℃;
for 3h;
With
dmap;
In
tetrahydrofuran; toluene;
at 40 ℃;
for 14h;
Further stages.;
DOI:10.1021/ja8022169
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-
1028481-56-2
17-{(1S)-1-[(phenylmethoxy)methoxy]ethyl}(11S,17S,1R,3R,7R,21R,23R)-11-methoxy-10,10-dimethyl-5,25-dimethylene-18,27,28,29-tetraoxa-21-(4-methoxybenzyloxy)tetracyclo[21.3.1.13,7.117,15]nonacosa-8-ene-12,19-dione
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: dmap; triethylamine / dichloromethane; methanol / 12 h / 20 °C
2.1: triethylamine / dichloromethane / 12 h / 20 °C
3.1: cerium(III) chloride / tetrahydrofuran / 1 h / -78 °C
3.2: 20 °C
4.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C
5.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran; N,N-dimethyl-formamide / 21 h / 20 °C
6.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane / 1.25 h / 0 °C
7.1: 2-methyl-but-2-ene; sodium chlorite; potassium dihydrogenphosphate / tert-butyl alcohol; water / 1.5 h / -10 - 20 °C
8.1: pyridine hydrofluoride / tetrahydrofuran; pyridine / 48 h
8.2: 3 h / 0 - 20 °C
8.3: 12 h / 40 °C
With
dmap; sodium chlorite; potassium dihydrogenphosphate; cerium(III) chloride; 2-methyl-but-2-ene; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
