Technology Process of (1RS,2R,3R,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,4-bis(benzyloxy)-3-fluorocycloheptanol
There total 14 articles about (1RS,2R,3R,4S,5R)-5-[(N-benzyl-N-(benzyloxycarbonyl))amino]-2,4-bis(benzyloxy)-3-fluorocycloheptanol 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:
-
C36H36FNO4;
With
borane-THF;
In
tetrahydrofuran;
at -78 - 25 ℃;
for 12h;
Inert atmosphere;
With
dihydrogen peroxide; sodium hydroxide;
In
tetrahydrofuran; water;
at 25 ℃;
for 5h;
DOI:10.1515/znb-2010-0402
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sulfuric acid; water / 24 h / 25 °C
2.1: hydrogenchloride / 8 h / 0 °C / Reflux
3.1: pyridine; dmap / 16 h / 25 °C
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 25 °C
4.2: 3 h / 25 °C
5.1: toluene-4-sulfonic acid / methanol; dichloromethane / 24 h / 25 °C
6.1: 1H-imidazole; iodine; triphenylphosphine / toluene / 2 h / 95 °C
7.1: zinc
8.1: sodium hydrogencarbonate / dichloromethane / 14 h / 25 °C
9.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 30 h / 25 °C / Inert atmosphere
10.1: borane-THF / tetrahydrofuran / 12 h / -78 - 25 °C / Inert atmosphere
10.2: 5 h / 25 °C
With
pyridine; 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; dmap; borane-THF; sulfuric acid; water; iodine; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; zinc;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1515/znb-2010-0402
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: zinc
2.1: sodium hydrogencarbonate / dichloromethane / 14 h / 25 °C
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 30 h / 25 °C / Inert atmosphere
4.1: borane-THF / tetrahydrofuran / 12 h / -78 - 25 °C / Inert atmosphere
4.2: 5 h / 25 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; borane-THF; sodium hydrogencarbonate; zinc;
In
tetrahydrofuran; dichloromethane;
DOI:10.1515/znb-2010-0402
