(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Base Information

Chemical Name:(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate
CAS No.:1444254-70-9
Molecular Formula:C₂₂H₂₀N₂O₃S
Molecular Weight:392.478
Hs Code.:

Synonyms:(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Suppliers and Price of (1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

There total 8 articles about (1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate 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:

Reference yield: 92.0%

: 1444254-66-3
(-)-(1S,12bR)-1-hydroxy-2,3,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-4(1H)-one

: 1005-56-7
phenylcarbonochloridothioate

: 1444254-70-9
(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Guidance literature:: (-)-(1S,12bR)-1-hydroxy-2,3,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-4(1H)-one; With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -40 ℃; for 0.166667h; Inert atmosphere;

phenylcarbonochloridothioate; In dichloromethane; at -15 - 0 ℃; for 4h; chemoselective reaction; Inert atmosphere;
DOI:10.1021/jo401079v

Reference yield:

: 1444254-42-5
tert-butyl (S)-3-(2-(5-oxotetrahydrofuran-2-carboxamido)ethyl)-1H-indole-1-carboxylate

: 1444254-70-9
(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.67 h / -78 - -50 °C / Inert atmosphere

2.1: triethylamine; dmap / dichloromethane / 4 h / 0 - 20 °C

3.1: sodium tetrahydroborate / methanol; dichloromethane / 1.08 h / -10 - 0 °C

4.1: trifluoroacetic acid / dichloromethane / 3.5 h / -10 °C

5.1: methanol; potassium carbonate / 4 h / 0 - 20 °C

6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -40 °C / Inert atmosphere

6.2: 4 h / -15 - 0 °C / Inert atmosphere

With methanol; dmap; sodium tetrahydroborate; potassium tert-butylate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo401079v

Reference yield:

: 167015-84-1
3-(2-aminoethyl)-indole-1-carboxylic acid tert-butyl ester

: 1444254-70-9
(1S,12bR)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]-quinolizin-1-yl phenyl carbonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 0 - 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 0.67 h / -78 - -50 °C / Inert atmosphere

3.1: triethylamine; dmap / dichloromethane / 4 h / 0 - 20 °C

4.1: sodium tetrahydroborate / methanol; dichloromethane / 1.08 h / -10 - 0 °C

5.1: trifluoroacetic acid / dichloromethane / 3.5 h / -10 °C

6.1: methanol; potassium carbonate / 4 h / 0 - 20 °C

7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -40 °C / Inert atmosphere

7.2: 4 h / -15 - 0 °C / Inert atmosphere

With methanol; dmap; sodium tetrahydroborate; potassium tert-butylate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo401079v