Technology Process of (5S,6R,7R,10aR)-6-hydroxy-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,8(2H,5H)-dione
There total 15 articles about (5S,6R,7R,10aR)-6-hydroxy-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,8(2H,5H)-dione 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:
-
With
pyrrolidine; acetic acid;
In
ethyl acetate;
at 0 - 20 ℃;
for 24h;
diastereoselective reaction;
DOI:10.1016/j.tetlet.2010.05.089
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: triethylamine; tert-butylmagnesium chloride / tetrahydrofuran / 0 - 20 °C
2.1: sodium tetrahydroborate / methanol / 20 °C
3.1: sodium hydroxide / tetrahydrofuran; water / 20 °C
4.1: potassium thioacyanate / water; ethanol / 24 h / 20 - 60 °C
4.2: 12 h / 80 °C
5.1: hydrogenchloride / methanol; water / 24 h / 20 °C
6.1: methanol / 20 °C
7.1: camphor-10-sulfonic acid; trimethyl orthoformate / 20 °C
8.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
9.1: sodium tetrahydroborate / methanol / 24 h / 20 °C
10.1: trichlorophosphate; pyridine / 2 h / 60 °C
11.1: methanol; magnesium / 5 h / Heating
11.2: 2 h / 0 - 20 °C
12.1: ozone; dimethylsulfide / methanol / -78 - 20 °C / Inert atmosphere
13.1: pyrrolidine; acetic acid / ethyl acetate / 24 h / 0 - 20 °C
With
pyrrolidine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; dimethylsulfide; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; ozone; magnesium; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trichlorophosphate; trimethyl orthoformate;
In
tetrahydrofuran; methanol; ethanol; water; ethyl acetate;
6.1: |Ugi Condensation / 8.1: |Dieckmann Condensation;
DOI:10.3987/COM-12-S(N)38
- Guidance literature:
-
Multi-step reaction with 14 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
2.1: triethylamine; tert-butylmagnesium chloride / tetrahydrofuran / 0 - 20 °C
3.1: sodium tetrahydroborate / methanol / 20 °C
4.1: sodium hydroxide / tetrahydrofuran; water / 20 °C
5.1: potassium thioacyanate / water; ethanol / 24 h / 20 - 60 °C
5.2: 12 h / 80 °C
6.1: hydrogenchloride / methanol; water / 24 h / 20 °C
7.1: methanol / 20 °C
8.1: camphor-10-sulfonic acid; trimethyl orthoformate / 20 °C
9.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere
10.1: sodium tetrahydroborate / methanol / 24 h / 20 °C
11.1: trichlorophosphate; pyridine / 2 h / 60 °C
12.1: methanol; magnesium / 5 h / Heating
12.2: 2 h / 0 - 20 °C
13.1: ozone; dimethylsulfide / methanol / -78 - 20 °C / Inert atmosphere
14.1: pyrrolidine; acetic acid / ethyl acetate / 24 h / 0 - 20 °C
With
pyrrolidine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; dimethylsulfide; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; potassium carbonate; ozone; magnesium; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trichlorophosphate; trimethyl orthoformate;
In
tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
7.1: |Ugi Condensation / 9.1: |Dieckmann Condensation;
DOI:10.3987/COM-12-S(N)38