Technology Process of (5S,6R,7S,10aR)-6,8-dihydroxy-5-(4-methoxybenzyl)octahydro-3H-7,10a-methanopyrrolo[1,2-a]-azocin-3-one
There total 16 articles about (5S,6R,7S,10aR)-6,8-dihydroxy-5-(4-methoxybenzyl)octahydro-3H-7,10a-methanopyrrolo[1,2-a]-azocin-3-one 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
sodium tris(acetoxy)borohydride; acetic acid;
In
acetonitrile;
at 0 ℃;
for 1h;
stereoselective reaction;
DOI:10.3987/COM-12-S(N)38
- Guidance literature:
-
Multi-step reaction with 14 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
14.1: acetic acid; sodium tris(acetoxy)borohydride / acetonitrile / 1 h / 0 °C
With
pyrrolidine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; dimethylsulfide; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; sodium tris(acetoxy)borohydride; ozone; magnesium; acetic acid; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; trichlorophosphate; trimethyl orthoformate;
In
tetrahydrofuran; methanol; ethanol; water; ethyl acetate; acetonitrile;
6.1: |Ugi Condensation / 8.1: |Dieckmann Condensation;
DOI:10.3987/COM-12-S(N)38
- Guidance literature:
-
Multi-step reaction with 15 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
15.1: acetic acid; sodium tris(acetoxy)borohydride / acetonitrile / 1 h / 0 °C
With
pyrrolidine; pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; dimethylsulfide; camphor-10-sulfonic acid; tert-butylmagnesium chloride; potassium thioacyanate; sodium tris(acetoxy)borohydride; 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; acetonitrile;
7.1: |Ugi Condensation / 9.1: |Dieckmann Condensation;
DOI:10.3987/COM-12-S(N)38
![(5S,6R,7R,10aR)-6-hydroxy-5-(4-methoxybenzyl)tetrahydro-1H-7,10a-methanopyrrolo[1,2-a]azocine-3,8(2H,5H)-dione](/Databaselist/images/loading.webp)
