Technology Process of 1-O-(4,6-di-O-acetyl-2,3-di-O-dodecanoyl-β-D-mannopyranosyl)-4-O-tert-butyldiphenylsilyl-erythritol
There total 11 articles about 1-O-(4,6-di-O-acetyl-2,3-di-O-dodecanoyl-β-D-mannopyranosyl)-4-O-tert-butyldiphenylsilyl-erythritol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: 1-(benzenesulfinyl)piperidine; 2,4,6-tri-tert-butylpyrimidine; 3 Angstroem molecular sieves / triflic anhydride / CH2Cl2 / 0.08 h / -60 °C
1.2: 84 percent / CH2Cl2 / -60 - 20 °C
2.1: 65 percent / (o-biphenyl)P(tBu)2; potassium tert-butoxide / Pd2(dba)3 / toluene / 5 h / 70 °C
3.1: 84 percent / SnCl4 / CH2Cl2 / 0.5 h / 20 °C
4.1: 98 percent / DMAP; pyridine / CH2Cl2 / 5 h / 20 °C
5.1: 51 percent / iodine / methanol / 3 h / 70 °C
6.1: 93 percent / pyridine / 4 h / 20 °C
7.1: 70 percent / NMO / OsO4 / acetone; H2O / 24 h / 20 °C
With
pyridine; dmap; N-methyl-2-indolinone; 1-benzenesulfinyl piperidine; 3 A molecular sieve; potassium tert-butylate; iodine; tin(IV) chloride; johnphos; 2,4,6-tri-tert-butylpyrimidine;
osmium(VIII) oxide; tris(dibenzylideneacetone)dipalladium (0); trifluoromethylsulfonic anhydride;
In
methanol; dichloromethane; water; acetone; toluene;
DOI:10.1016/S0040-4020(01)01087-0
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 81 percent / NaH / diethyl ether / 3 h / 20 °C
2.1: 1-(benzenesulfinyl)piperidine; 2,4,6-tri-tert-butylpyrimidine; 3 Angstroem molecular sieves / triflic anhydride / CH2Cl2 / 0.08 h / -60 °C
2.2: 84 percent / CH2Cl2 / -60 - 20 °C
3.1: 65 percent / (o-biphenyl)P(tBu)2; potassium tert-butoxide / Pd2(dba)3 / toluene / 5 h / 70 °C
4.1: 84 percent / SnCl4 / CH2Cl2 / 0.5 h / 20 °C
5.1: 98 percent / DMAP; pyridine / CH2Cl2 / 5 h / 20 °C
6.1: 51 percent / iodine / methanol / 3 h / 70 °C
7.1: 93 percent / pyridine / 4 h / 20 °C
8.1: 70 percent / NMO / OsO4 / acetone; H2O / 24 h / 20 °C
With
pyridine; dmap; N-methyl-2-indolinone; 1-benzenesulfinyl piperidine; 3 A molecular sieve; potassium tert-butylate; iodine; tin(IV) chloride; sodium hydride; johnphos; 2,4,6-tri-tert-butylpyrimidine;
osmium(VIII) oxide; tris(dibenzylideneacetone)dipalladium (0); trifluoromethylsulfonic anhydride;
In
methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1016/S0040-4020(01)01087-0