Technology Process of ethyl (methyl 4,5,7-tri-O-benzyl-3-deoxy-α-D-manno-2-octulopyranosid)onate
There total 8 articles about ethyl (methyl 4,5,7-tri-O-benzyl-3-deoxy-α-D-manno-2-octulopyranosid)onate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal; methanol;
With
3 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate;
In
dichloromethane;
at 0 ℃;
for 2.5h;
With
trifluoroacetic acid;
In
dichloromethane;
at 0 ℃;
for 0.5h;
DOI:10.1002/anie.200503299
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / CH2Cl2 / 12 h / 20 °C
2.1: aq. NaOH; tetrabutylammonium sulfate / tetrahydrofuran / 24 h / 20 °C
3.1: 321 mg / camphorsulfonic acid / methanol; tetrahydrofuran / 6 h / 20 °C
4.1: 82 percent / imidazole; Ph3P; I2 / 0.25 h / 20 °C
5.1: NaH; tert-BuOH / dimethylformamide / 0 °C
5.2: dimethylformamide / 1 h / 20 °C
6.1: 545 mg / CSA / methanol / 12 h / 0 °C
7.1: 3 Angstroem molecular sieves; dimethyl(methylthio)sulfonium trifluoromethanesulfonate / CH2Cl2 / 2.5 h / 0 °C
7.2: 34 percent / trifluoroacetic acid / CH2Cl2 / 0.5 h / 0 °C
With
pyridine; 1H-imidazole; sodium hydroxide; 3 A molecular sieve; camphor-10-sulfonic acid; iodine; sodium hydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; tetrabutylammonium sulfate; triphenylphosphine; tert-butyl alcohol;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503299
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 82 percent / imidazole; Ph3P; I2 / 0.25 h / 20 °C
2.1: NaH; tert-BuOH / dimethylformamide / 0 °C
2.2: dimethylformamide / 1 h / 20 °C
3.1: 545 mg / CSA / methanol / 12 h / 0 °C
4.1: 3 Angstroem molecular sieves; dimethyl(methylthio)sulfonium trifluoromethanesulfonate / CH2Cl2 / 2.5 h / 0 °C
4.2: 34 percent / trifluoroacetic acid / CH2Cl2 / 0.5 h / 0 °C
With
1H-imidazole; 3 A molecular sieve; camphor-10-sulfonic acid; iodine; sodium hydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triphenylphosphine; tert-butyl alcohol;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503299