Technology Process of Acetic acid (R)-1-[(1S,2R)-2-hydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecylcarbamoyl]-pentacosyl ester
There total 10 articles about Acetic acid (R)-1-[(1S,2R)-2-hydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecylcarbamoyl]-pentacosyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 2-chloro-1-methylpyridinium iodide, n-tributylamine / CH2Cl2 / 2 h / Heating
2: HCO2H / 10percent Pd/C / tetrahydrofuran; propan-1-ol / 16 h / 45 °C
3: 1.) SnCl2, AgClO4, 4 Angstroem sieves / 1.) THF, RT, 30 min, 2.) THF, from -10 deg C to RT, 2 h
With
formic acid; tributyl-amine; 4 A molecular sieve; 2-chloro-1-methyl-pyridinium iodide; silver perchlorate; tin(ll) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; propan-1-ol; dichloromethane;
DOI:10.1021/jm00012a018
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 1.) cerebrine-E yeast, aq. HCl, 2.) KOH, aq. EtOH, 3.) pyridine
2: 2-chloro-1-methylpyridinium iodide, n-tributylamine / CH2Cl2 / 2 h / Heating
3: HCO2H / 10percent Pd/C / tetrahydrofuran; propan-1-ol / 16 h / 45 °C
4: 1.) SnCl2, AgClO4, 4 Angstroem sieves / 1.) THF, RT, 30 min, 2.) THF, from -10 deg C to RT, 2 h
With
pyridine; hydrogenchloride; potassium hydroxide; formic acid; tributyl-amine; ethanol; 4 A molecular sieve; cerebrine-E yeast; 2-chloro-1-methyl-pyridinium iodide; silver perchlorate; tin(ll) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; propan-1-ol; dichloromethane;
DOI:10.1021/jm00012a018
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 12 h / 150 °C
2: 1.) nBuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, RT, 16 h
3: 89 percent / pyridine / 1.5 h / 0 - 20 °C
4: 78 percent / NaN3 / dimethylformamide / 16 h / 100 °C
5: H2 / Pd/C / tetrahydrofuran; propan-1-ol / 16 h
6: 2-chloro-1-methylpyridinium iodide, n-tributylamine / CH2Cl2 / 2 h / Heating
7: HCO2H / 10percent Pd/C / tetrahydrofuran; propan-1-ol / 16 h / 45 °C
8: 1.) SnCl2, AgClO4, 4 Angstroem sieves / 1.) THF, RT, 30 min, 2.) THF, from -10 deg C to RT, 2 h
With
pyridine; n-butyllithium; formic acid; sodium azide; tributyl-amine; 4 A molecular sieve; 2-chloro-1-methyl-pyridinium iodide; hydrogen; silver perchlorate; tin(ll) chloride;
palladium on activated charcoal;
In
tetrahydrofuran; propan-1-ol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00012a018