Technology Process of 4-Carboxymethoxy-benzoic acid (2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-(4-hydroxy-butoxy)-tetrahydro-pyran-2-ylmethyl ester
There total 8 articles about 4-Carboxymethoxy-benzoic acid (2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-(4-hydroxy-butoxy)-tetrahydro-pyran-2-ylmethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
palladium dihydroxide;
In
tetrahydrofuran; methanol;
for 18h;
under 1810.02 Torr;
DOI:10.1055/s-2003-39404
- Guidance literature:
-
Multi-step reaction with 6 steps
1: Et3N / tetrahydrofuran / 2 h / 20 °C
2: 10.0 g / Et3N; DMAP / tetrahydrofuran / 18 h / 20 °C
3: 47 percent / hydrazinium acetate / dimethylformamide / 1.5 h / 50 °C
4: 98 percent / DBU / CH2Cl2 / 18 h / 20 °C
5: 87 percent / TMSOTf / CH2Cl2 / 1 h / -20 °C
6: 72 percent / H2 / Pearlman's catalyst / tetrahydrofuran; methanol / 18 h / 1810.02 Torr
With
dmap; trimethylsilyl trifluoromethanesulfonate; hydrogen; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-39404
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / dimethylformamide / 0.5 h / 20 °C
1.2: dimethylformamide / 20 - 100 °C
2.1: aq. H2O2; KH2PO4; NaClO2 / acetonitrile / 18 h / 20 °C
3.1: Et3N / tetrahydrofuran / 2 h / 20 °C
4.1: 10.0 g / Et3N; DMAP / tetrahydrofuran / 18 h / 20 °C
5.1: 47 percent / hydrazinium acetate / dimethylformamide / 1.5 h / 50 °C
6.1: 98 percent / DBU / CH2Cl2 / 18 h / 20 °C
7.1: 87 percent / TMSOTf / CH2Cl2 / 1 h / -20 °C
8.1: 72 percent / H2 / Pearlman's catalyst / tetrahydrofuran; methanol / 18 h / 1810.02 Torr
With
dmap; sodium chlorite; potassium dihydrogenphosphate; trimethylsilyl trifluoromethanesulfonate; hydrogen; dihydrogen peroxide; hydrazinium monoacetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-2003-39404
