Technology Process of (2S,3S,6S,4''R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-6-[10'-(2'',2''-dimethyl-[1'',3'']dioxolan-4''-yl)dec-2'-enyl]-1-tosylpiperidine
There total 12 articles about (2S,3S,6S,4''R)-3-benzyloxy-2-(tert-butyldiphenylsilyloxymethyl)-6-[10'-(2'',2''-dimethyl-[1'',3'']dioxolan-4''-yl)dec-2'-enyl]-1-tosylpiperidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[8-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-octyl]-triphenyl-phosphonium; bromide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 0.5h;
(2S,3S,6R)-[5-benzyloxy-6-(tert-butyldiphenylsilyloxymethyl)-1-tosylpiperidin-2-yl]acetaldehyde;
In
tetrahydrofuran; hexane;
at 20 ℃;
for 1h;
DOI:10.1055/s-2002-19302
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 7.18 g / PCC / CH2Cl2 / 0.5 h
2.1: n-BuLi / tetrahydrofuran; hexane / 1 h
2.2: 75 percent / tetrahydrofuran; hexane / 1 h / 20 °C
3.1: 85 percent / (DHQD)2-PYR; K3Fe(CN)6; aq. K2CO3 / K2OsO2(OH)2 / 2-methyl-propan-2-ol / 10 h / 0 °C
4.1: 90 percent / p-TsOH / acetone / 5 h
5.1: 90 percent / acetonitrile / 24 h / Heating
6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
6.2: 90 percent / tetrahydrofuran; hexane / 1 h / 20 °C
With
n-butyllithium; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; potassium hexacyanoferrate(III);
K2OsO2(OH)2;
In
tetrahydrofuran; hexane; dichloromethane; acetone; acetonitrile; tert-butyl alcohol;
2.2: Wittig reaction;
DOI:10.1055/s-2002-19302
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 7.8 g / HBr / benzene / 24 h / Heating
2.1: 7.18 g / PCC / CH2Cl2 / 0.5 h
3.1: n-BuLi / tetrahydrofuran; hexane / 1 h
3.2: 75 percent / tetrahydrofuran; hexane / 1 h / 20 °C
4.1: 85 percent / (DHQD)2-PYR; K3Fe(CN)6; aq. K2CO3 / K2OsO2(OH)2 / 2-methyl-propan-2-ol / 10 h / 0 °C
5.1: 90 percent / p-TsOH / acetone / 5 h
6.1: 90 percent / acetonitrile / 24 h / Heating
7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
7.2: 90 percent / tetrahydrofuran; hexane / 1 h / 20 °C
With
n-butyllithium; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; hydrogen bromide; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; potassium hexacyanoferrate(III);
K2OsO2(OH)2;
In
tetrahydrofuran; hexane; dichloromethane; acetone; acetonitrile; tert-butyl alcohol; benzene;
3.2: Wittig reaction;
DOI:10.1055/s-2002-19302
![(2S,3S,6R)-[5-benzyloxy-6-(tert-butyldiphenylsilyloxymethyl)-1-tosylpiperidin-2-yl]acetaldehyde](/Databaselist/images/loading.webp)
