Technology Process of 2-{(2R,4aR,6S,7S,8S,8aR)-8-Benzyloxy-7-[(2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl}-benzoic acid benzyl ester
There total 5 articles about 2-{(2R,4aR,6S,7S,8S,8aR)-8-Benzyloxy-7-[(2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl}-benzoic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
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635322-32-6
2-{(2R,4aR,6S,7S,8S,8aR)-8-Benzyloxy-7-[(2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl}-benzoic acid benzyl ester
- Guidance literature:
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2-[(2R,4aR,6S,7S,8S,8aR)-8-Benzyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl]-benzoic acid;
With
2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve;
In
dichloromethane;
at -78 ℃;
for 0.166667h;
2-(benzyloxycarbonyl)benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside;
In
dichloromethane;
at -78 - 0 ℃;
for 3h;
DOI:10.1055/s-2003-40348
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635322-32-6
2-{(2R,4aR,6S,7S,8S,8aR)-8-Benzyloxy-7-[(2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl}-benzoic acid benzyl ester
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: Bu2SnO / methanol / 1 h / Heating
1.2: 84 percent / dimethylformamide / 3 h / 90 °C
2.1: 83 percent / NaH / dimethylformamide / 1.5 h / 20 °C
3.1: 91 percent / H2; NH4OAc / Pd/C / methanol / 1 h / 20 °C
4.1: 2,6-di-t-butyl-4-methylpyridine; Tf2O; 4 Angstroem molecular sieves / CH2Cl2 / 0.17 h / -78 °C
4.2: 91 percent / CH2Cl2 / 3 h / -78 - 0 °C
With
2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; ammonium acetate; hydrogen; sodium hydride; di(n-butyl)tin oxide;
palladium on activated charcoal;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-40348
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635322-32-6
2-{(2R,4aR,6S,7S,8S,8aR)-8-Benzyloxy-7-[(2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-7-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl}-benzoic acid benzyl ester
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: Bu2SnO / methanol / 1 h / Heating
1.2: 84 percent / dimethylformamide / 3 h / 90 °C
2.1: 83 percent / NaH / dimethylformamide / 1.5 h / 20 °C
3.1: 91 percent / H2; NH4OAc / Pd/C / methanol / 1 h / 20 °C
4.1: 2,6-di-t-butyl-4-methylpyridine; Tf2O; 4 Angstroem molecular sieves / CH2Cl2 / 0.17 h / -78 °C
4.2: 91 percent / CH2Cl2 / 3 h / -78 - 0 °C
With
2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; ammonium acetate; hydrogen; sodium hydride; di(n-butyl)tin oxide;
palladium on activated charcoal;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-40348