Technology Process of [(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde
There total 10 articles about [(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde 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
N-chloro-succinimide; tetrabutyl-ammonium chloride; potassium carbonate;
2,2,6,6-tetramethyl-piperidine-N-oxyl;
In
dichloromethane; sodium hydrogencarbonate;
at 20 ℃;
for 0.5h;
DOI:10.1021/ja0342998
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: i-Pr2NEt; DMAP / 1,2-dichloro-ethane / 4 h / 60 °C
2.1: (+/-)-CSA; MeOH / 1 h / 20 °C
3.1: 12.80 g / DMAP / pyridine / 3 h / 20 °C
4.1: 1.60 g / aq. PPTS; HgO / acetone / 7 h / 55 °C
5.1: Mg(OEt)2 / methanol; ethyl acetate / 1 h / 20 °C
6.1: NaBH4 / methanol / 0.25 h / 20 °C
7.1: (+/-)-CSA / acetone / 0.67 h / 20 °C
7.2: 6.88 g / PPTS; MeOH / 0.08 h / 20 °C
8.1: 99 percent / DIBAL-H / CH2Cl2 / 0.25 h / -78 °C
9.1: 94 percent / K2CO3; Bu4NCl; NCS / TEMPO / CH2Cl2; aq. NaHCO3 / 0.5 h / 20 °C
With
methanol; dmap; sodium tetrahydroborate; N-chloro-succinimide; 10-camphorsufonic acid; tetrabutyl-ammonium chloride; magnesium ethylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; mercury(II) oxide;
2,2,6,6-tetramethyl-piperidine-N-oxyl;
In
pyridine; methanol; dichloromethane; sodium hydrogencarbonate; ethyl acetate; 1,2-dichloro-ethane; acetone;
DOI:10.1021/ja0342998
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 12.80 g / DMAP / pyridine / 3 h / 20 °C
2.1: 1.60 g / aq. PPTS; HgO / acetone / 7 h / 55 °C
3.1: Mg(OEt)2 / methanol; ethyl acetate / 1 h / 20 °C
4.1: NaBH4 / methanol / 0.25 h / 20 °C
5.1: (+/-)-CSA / acetone / 0.67 h / 20 °C
5.2: 6.88 g / PPTS; MeOH / 0.08 h / 20 °C
6.1: 99 percent / DIBAL-H / CH2Cl2 / 0.25 h / -78 °C
7.1: 94 percent / K2CO3; Bu4NCl; NCS / TEMPO / CH2Cl2; aq. NaHCO3 / 0.5 h / 20 °C
With
dmap; sodium tetrahydroborate; N-chloro-succinimide; 10-camphorsufonic acid; tetrabutyl-ammonium chloride; magnesium ethylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; mercury(II) oxide;
2,2,6,6-tetramethyl-piperidine-N-oxyl;
In
pyridine; methanol; dichloromethane; sodium hydrogencarbonate; ethyl acetate; acetone;
DOI:10.1021/ja0342998