Technology Process of 3-((2S,4aR,6S,8R,8aR)-8-(benzyloxy)-6-((1S,3S)-1-(benzyloxy)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-2-methoxy-7-methyleneoctahydropyrano[3,2-b]pyran-2-yl)propanal
There total 15 articles about 3-((2S,4aR,6S,8R,8aR)-8-(benzyloxy)-6-((1S,3S)-1-(benzyloxy)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-2-methoxy-7-methyleneoctahydropyrano[3,2-b]pyran-2-yl)propanal 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:
- Guidance literature:
-
With
pyridine; sodium periodate; osmium(VIII) oxide;
In
tetrahydrofuran; water;
for 2h;
DOI:10.1002/anie.201101741
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 16 h
2.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 - 25 °C
2.2: 0.5 h / -78 °C
2.3: -78 - 25 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C
3.2: 16 h / 0 - 20 °C
4.1: pyridine; sodium periodate; osmium(VIII) oxide / tetrahydrofuran; water / 2 h
With
pyridine; sodium periodate; osmium(VIII) oxide; carbon tetrabromide; tert.-butyl lithium; sodium hydride; triethylamine; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; mineral oil; pentane;
DOI:10.1002/anie.201101741
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium tetrahydroborate; water / tetrahydrofuran / 14 h / 0 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C
2.2: 72 h / 0 - 20 °C
3.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; tert-butyl alcohol / 2 h / 25 °C / pH 7 / aq. buffer
4.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C
5.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.25 h / 25 °C
5.2: 16 h / 25 °C
6.1: 20 % Pd(OH)2/C; hydrogen / ethanol / 15 h / 760.05 Torr
7.1: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 16 h
8.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 - 25 °C
8.2: 0.5 h / -78 °C
8.3: -78 - 25 °C
9.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C
9.2: 16 h / 0 - 20 °C
10.1: pyridine; sodium periodate; osmium(VIII) oxide / tetrahydrofuran; water / 2 h
With
pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; carbon tetrabromide; 20 % Pd(OH)2/C; water; hydrogen; tert.-butyl lithium; sulfur trioxide pyridine complex; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetonitrile; mineral oil; tert-butyl alcohol; pentane;
4.1: Parikh-Doering oxidation / 5.1: Horner-Wadsworth-Emmons olefination / 5.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/anie.201101741
![(2R,4aR,6S,8R,8aR)-8-(benzyloxy)-6-((1S,3S)-1-(benzyloxy)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-2-(but-3-en-1-yl)-2-methoxy-7-methyleneoctahydropyrano[3,2-b]pyran](/Databaselist/images/loading.webp)
