Technology Process of 1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl phosphite
There total 12 articles about 1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glyceryl 2,2,2-trichloro-tert-butyl 1-carbomethoxy-1-N-triphenylmethylamino-1-carbomethoxy-2-propyl phosphite which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2,2,2-trichloro-1,1-dimethylethyldichloro phosphite; methyl (2S,3R)-3-hydroxy-2-triphenylmethylaminobutanoate;
With
N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
at -78 ℃;
for 0.25h;
1-O-(5'-carbomethoxypentyl)-2-tetrahydropyranyl-sn-glycerol;
In
tetrahydrofuran;
at -78 - 20 ℃;
DOI:10.1021/jo990739v
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: HCl
2.1: 89 percent / BF3*OEt2 / CH2Cl2 / 4 h
3.1: 69 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / 20 °C
4.1: 90 percent / molecular sieves 3A / acetonitrile / 36 h / 20 °C
5.1: 75 percent / potassium carbonate / methanol / 0.5 h / 0 °C
6.1: diisopropylethylamine / tetrahydrofuran / 0.25 h / -78 °C
6.2: 45 percent / tetrahydrofuran / -78 - 20 °C
With
hydrogenchloride; 3 A molecular sieve; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; potassium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
1.1: Esterification / 2.1: Ring cleavage / 3.1: Addition / 4.1: Acetoxylation / 5.1: Deacetylation / 6.1: phosphitylation; phosphorylation / 6.2: coupling; phosphorylation; phosphitylation;
DOI:10.1021/jo990739v
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 89 percent / BF3*OEt2 / CH2Cl2 / 4 h
2.1: 69 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 4 h / 20 °C
3.1: 90 percent / molecular sieves 3A / acetonitrile / 36 h / 20 °C
4.1: 75 percent / potassium carbonate / methanol / 0.5 h / 0 °C
5.1: diisopropylethylamine / tetrahydrofuran / 0.25 h / -78 °C
5.2: 45 percent / tetrahydrofuran / -78 - 20 °C
With
3 A molecular sieve; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; potassium carbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
1.1: Ring cleavage / 2.1: Addition / 3.1: Acetoxylation / 4.1: Deacetylation / 5.1: phosphitylation; phosphorylation / 5.2: coupling; phosphorylation; phosphitylation;
DOI:10.1021/jo990739v
