Technology Process of 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside
There total 14 articles about 3,4,5-trimethoxyphenyl 2,3,4-tri-O-phenoxyacetyl-6-O-(2,3-di-O-phenoxyacetyl-β-D-erythro-apiofuranosyl)-β-D-glucopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 92 percent / triflic acid; N-iodosuccinimide / 1,2-dichloro-ethane; diethyl ether / 0.03 h / 0 °C
2: N-iodosuccinimide; triflic acid / CH2Cl2; H2O / 20 °C
3: Cs2CO3 / CH2Cl2 / 1 h / 20 °C
4: 63 percent / BF3*OEt2 / CH2Cl2; tetrahydrofuran / 0.5 h / 20 °C
5: 88 percent / MeONa / methanol; CH2Cl2 / 2 h / 20 °C
6: 88 percent / pyridine / CH2Cl2 / 1.5 h / 20 °C
7: 86 percent / H2 / Pd/C / propan-2-ol; ethyl acetate; pyridine / 48 h / 20 °C
With
pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; hydrogen; sodium methylate; caesium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; isopropyl alcohol;
1: Condensation / 2: desulfation / 3: Condensation / 4: Condensation / 5: Hydrolysis / 6: Acylation / 7: Hydrogenolysis;
DOI:10.1016/S0040-4020(99)00527-X
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 88 percent / MeONa / methanol; CH2Cl2 / 2 h / 20 °C
2: 88 percent / pyridine / CH2Cl2 / 1.5 h / 20 °C
3: 86 percent / H2 / Pd/C / propan-2-ol; ethyl acetate; pyridine / 48 h / 20 °C
With
pyridine; hydrogen; sodium methylate;
palladium on activated charcoal;
In
pyridine; methanol; dichloromethane; ethyl acetate; isopropyl alcohol;
1: Hydrolysis / 2: Acylation / 3: Hydrogenolysis;
DOI:10.1016/S0040-4020(99)00527-X