Technology Process of Phosphoric acid dibenzyl ester (1S,3S,6S,7S,8R,9S)-7-hydroxy-6-(4-methoxy-benzyl)-3-methylamino-5-aza-tricyclo[6.3.1.01,5]dodec-9-yl ester
There total 29 articles about Phosphoric acid dibenzyl ester (1S,3S,6S,7S,8R,9S)-7-hydroxy-6-(4-methoxy-benzyl)-3-methylamino-5-aza-tricyclo[6.3.1.01,5]dodec-9-yl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 73 percent / PPh3; NEt3; pyridine / acetonitrile; CCl4 / 24 h / 30 °C
2: PhI(OAc)2 / 2,2,2-trifluoro-ethanol / 0.5 h / 25 °C
3: 41 percent / pyridine; 4-(dimethylamino)pyridine / 25 °C
4: 96 percent / H2 / PtO2 / ethyl acetate / 25 °C / 760 Torr
5: 79 percent / K2CO3 / methanol / 25 °C
6: 97 percent / K2CO3 / acetone; dimethylformamide / 12 h / 25 °C
7: 77 percent / 4-methylmorpholine-N-oxide; Pr4NRuO4; molecular sieves 4 Angstroem / CH2Cl2 / 0.25 h / 20 °C
8: 44 percent / NaOMe / aq. methanol / 0.5 h / 20 °C
9: LiAlH4 / tetrahydrofuran / Heating
10: tris(4-chlorophenyl)phosphine; DIAD; Et3N / tetrahydrofuran / 1 h / 20 °C
With
pyridine; dmap; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; 4 A molecular sieve; hydrogen; sodium methylate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; tri(4-chlorophenyl)phosphine;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
7: Ley oxidation / 10: Mitsunobu reaction;
DOI:10.1016/j.tet.2006.01.111
- Guidance literature:
-
Multi-step reaction with 9 steps
1: PhI(OAc)2 / 2,2,2-trifluoro-ethanol / 0.5 h / 25 °C
2: 41 percent / pyridine; 4-(dimethylamino)pyridine / 25 °C
3: 96 percent / H2 / PtO2 / ethyl acetate / 25 °C / 760 Torr
4: 79 percent / K2CO3 / methanol / 25 °C
5: 97 percent / K2CO3 / acetone; dimethylformamide / 12 h / 25 °C
6: 77 percent / 4-methylmorpholine-N-oxide; Pr4NRuO4; molecular sieves 4 Angstroem / CH2Cl2 / 0.25 h / 20 °C
7: 44 percent / NaOMe / aq. methanol / 0.5 h / 20 °C
8: LiAlH4 / tetrahydrofuran / Heating
9: tris(4-chlorophenyl)phosphine; DIAD; Et3N / tetrahydrofuran / 1 h / 20 °C
With
pyridine; dmap; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; 4 A molecular sieve; hydrogen; sodium methylate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; tri(4-chlorophenyl)phosphine;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
6: Ley oxidation / 9: Mitsunobu reaction;
DOI:10.1016/j.tet.2006.01.111
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 96 percent / H2 / PtO2 / ethyl acetate / 25 °C / 760 Torr
2: 79 percent / K2CO3 / methanol / 25 °C
3: 97 percent / K2CO3 / acetone; dimethylformamide / 12 h / 25 °C
4: 77 percent / 4-methylmorpholine-N-oxide; Pr4NRuO4; molecular sieves 4 Angstroem / CH2Cl2 / 0.25 h / 20 °C
5: 44 percent / NaOMe / aq. methanol / 0.5 h / 20 °C
6: LiAlH4 / tetrahydrofuran / Heating
7: tris(4-chlorophenyl)phosphine; DIAD; Et3N / tetrahydrofuran / 1 h / 20 °C
With
lithium aluminium tetrahydride; tetrapropylammonium perruthennate; di-isopropyl azodicarboxylate; 4 A molecular sieve; hydrogen; sodium methylate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; tri(4-chlorophenyl)phosphine;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
4: Ley oxidation / 7: Mitsunobu reaction;
DOI:10.1016/j.tet.2006.01.111
![(S)-2-[N-(4-methylphenyl)sulfonylamino]-3-(4-hydroxyphenyl) propionic acid](/Databaselist/images/loading.webp)
