Technology Process of Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester
There total 7 articles about Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 67 percent / molecular sieves (MS AW 300), BF3*Et2O / CH2Cl2 / 2 h / Ambient temperature
2: 98 percent / 4 N NaOH / methanol / 2 h / Ambient temperature
3: 57 percent / H2SO4 / 18 h / Ambient temperature
4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 0 deg C to RT, 12 h
5: 90percent aq. trifluoroacetic acid / CH2Cl2 / 0.5 h
6: 1.) 1H-tetrazole, 2.) aq. RuCl3, NaIO4 / 1.) CH2Cl2, CH3CN, RT, 12 h, 2.) CH2Cl2, CH3CN, 2 h
With
1H-tetrazole; ruthenium trichloride; sodium hydroxide; sodium periodate; 3 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid;
In
methanol; dichloromethane;
DOI:10.1248/cpb.46.797
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 67 percent / molecular sieves (MS AW 300), BF3*Et2O / CH2Cl2 / 2 h / Ambient temperature
2: 98 percent / 4 N NaOH / methanol / 2 h / Ambient temperature
3: 57 percent / H2SO4 / 18 h / Ambient temperature
4: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 0 deg C to RT, 12 h
5: 90percent aq. trifluoroacetic acid / CH2Cl2 / 0.5 h
6: 1.) 1H-tetrazole, 2.) aq. RuCl3, NaIO4 / 1.) CH2Cl2, CH3CN, RT, 12 h, 2.) CH2Cl2, CH3CN, 2 h
With
1H-tetrazole; ruthenium trichloride; sodium hydroxide; sodium periodate; 3 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; trifluoroacetic acid;
In
methanol; dichloromethane;
DOI:10.1248/cpb.46.797
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 57 percent / H2SO4 / 18 h / Ambient temperature
2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 0 deg C to RT, 12 h
3: 90percent aq. trifluoroacetic acid / CH2Cl2 / 0.5 h
4: 1.) 1H-tetrazole, 2.) aq. RuCl3, NaIO4 / 1.) CH2Cl2, CH3CN, RT, 12 h, 2.) CH2Cl2, CH3CN, 2 h
With
1H-tetrazole; ruthenium trichloride; sodium periodate; sulfuric acid; sodium hydride; trifluoroacetic acid;
In
dichloromethane;
DOI:10.1248/cpb.46.797