Technology Process of Formic acid (2S,3R,4R,5R,6R)-4-benzyloxy-3-((2S,3R,4S,5R,6R)-4-benzyloxy-6-methyl-3,5-bis-triethylsilanyloxy-tetrahydro-pyran-2-yloxy)-6-methyl-5-triethylsilanyloxy-tetrahydro-pyran-2-yl ester
There total 12 articles about Formic acid (2S,3R,4R,5R,6R)-4-benzyloxy-3-((2S,3R,4S,5R,6R)-4-benzyloxy-6-methyl-3,5-bis-triethylsilanyloxy-tetrahydro-pyran-2-yloxy)-6-methyl-5-triethylsilanyloxy-tetrahydro-pyran-2-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 94 percent / 2 N H2SO4 / tetrahydrofuran / 48 h / 60 °C
2: 65 percent / camphorsulfonic acid (CSA) / tetrahydrofuran / 1.) rt, 20 h, 2.) 60 deg C, 6 h
3: 99 percent / DMAP, pyridine / CH2Cl2 / 0.33 h
4: camphorsulfonic acid (CSA) / benzene / 27 h / Heating
5: 75 percent / Hg(CN)2, 4A molecular sieves / benzene / 1 h / Ambient temperature
6: 73 percent / 10percent Pd/C / methanol / 4 h / Heating
7: K2CO3 / methanol; tetrahydrofuran / 23 h / Ambient temperature
8: DMAP, Et3N / dimethylformamide / 12 h / Ambient temperature
9: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 2.) from -78 deg C to rt
With
pyridine; dmap; 4 A molecular sieve; sulfuric acid; camphor-10-sulfonic acid; mercury(II) cyanide; potassium carbonate; ozone; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 65 percent / camphorsulfonic acid (CSA) / tetrahydrofuran / 1.) rt, 20 h, 2.) 60 deg C, 6 h
2: 99 percent / DMAP, pyridine / CH2Cl2 / 0.33 h
3: camphorsulfonic acid (CSA) / benzene / 27 h / Heating
4: 75 percent / Hg(CN)2, 4A molecular sieves / benzene / 1 h / Ambient temperature
5: 73 percent / 10percent Pd/C / methanol / 4 h / Heating
6: K2CO3 / methanol; tetrahydrofuran / 23 h / Ambient temperature
7: DMAP, Et3N / dimethylformamide / 12 h / Ambient temperature
8: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 2.) from -78 deg C to rt
With
pyridine; dmap; 4 A molecular sieve; camphor-10-sulfonic acid; mercury(II) cyanide; potassium carbonate; ozone; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 75 percent / Hg(CN)2, 4A molecular sieves / benzene / 1 h / Ambient temperature
2: 73 percent / 10percent Pd/C / methanol / 4 h / Heating
3: K2CO3 / methanol; tetrahydrofuran / 23 h / Ambient temperature
4: DMAP, Et3N / dimethylformamide / 12 h / Ambient temperature
5: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C, 2.) from -78 deg C to rt
With
dmap; 4 A molecular sieve; mercury(II) cyanide; potassium carbonate; ozone; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene;