(5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one

Base Information

Chemical Name:(5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one
CAS No.:1358526-49-4
Molecular Formula:C₁₀H₁₇NO
Molecular Weight:167.251
Hs Code.:

Synonyms:

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Chemical Property of (5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one

Chemical Property:

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Technology Process of (5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one

There total 14 articles about (5S,7S,8aR)-(-)-5,7-dimethylindolizidine-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:

Reference yield:

: 910106-36-4
{4-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5-isopropyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]inden-2-yl}-methanol

: 1358526-49-4
(5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: diethyl ether / 0 °C

2: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave

3: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C

4: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C

5: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C

6: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C

7: Jones reagent / acetone / 2 h / 0 - 20 °C

8: ethyl acetate / 0.5 h / 0 °C

9: palladium on activated charcoal; hydrogen / methanol / 1 h / 20 °C

10: toluene / 3 h / Reflux

With hydrogenchloride; sodium tetrahydroborate; Jones reagent; carbon tetrabromide; palladium on activated charcoal; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; toluene; 7: Jones oxidation;
DOI:10.1021/jo202350z

Reference yield:

: C₂₉H₄₃NO₄Si

: 1358526-49-4
(5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one

Guidance literature:: Multi-step reaction with 13 steps

1: magnesium / methanol / 2 h / 20 °C

2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C

3: platinum(IV) oxide; hydrogen / tetrahydrofuran / 3 h / 20 °C

4: diethyl ether / 0 °C

5: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave

6: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C

7: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C

8: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C

9: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C

10: Jones reagent / acetone / 2 h / 0 - 20 °C

11: ethyl acetate / 0.5 h / 0 °C

12: palladium on activated charcoal; hydrogen / methanol / 1 h / 20 °C

13: toluene / 3 h / Reflux

With hydrogenchloride; platinum(IV) oxide; sodium tetrahydroborate; Jones reagent; carbon tetrabromide; palladium on activated charcoal; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; toluene; 10: Jones oxidation;
DOI:10.1021/jo202350z

Reference yield:

: C₂₉H₄₃NO₄Si

: 1358526-49-4
(5S,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one

Guidance literature:: Multi-step reaction with 14 steps

1: deuterated DMF / 1.5 h / 70 °C

2: magnesium / methanol / 2 h / 20 °C

3: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C

4: platinum(IV) oxide; hydrogen / tetrahydrofuran / 3 h / 20 °C

5: diethyl ether / 0 °C

6: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave

7: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C

8: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C

9: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C

10: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C

11: Jones reagent / acetone / 2 h / 0 - 20 °C

12: ethyl acetate / 0.5 h / 0 °C

13: palladium on activated charcoal; hydrogen / methanol / 1 h / 20 °C

14: toluene / 3 h / Reflux

With hydrogenchloride; platinum(IV) oxide; sodium tetrahydroborate; Jones reagent; carbon tetrabromide; palladium on activated charcoal; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; deuterated DMF; water; dimethyl sulfoxide; ethyl acetate; acetone; toluene; 11: Jones oxidation;
DOI:10.1021/jo202350z