((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester
CAS No.:30591-13-0
Molecular Formula:C₁₆H₂₂N₂O₃
Molecular Weight:290.362
Hs Code.:

Synonyms:((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

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Chemical Property of ((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

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Technology Process of ((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

There total 20 articles about ((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester 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:

: 83572-81-0
methyl (E,E)-6-hydroxy-7-carbamoyl-2,4-heptadienoate

: 30591-13-0
((1R,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 75 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

2: Cs₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

3: pyridine / 5 h

4: 33 percent / 1,2-dichloro-benzene / 4 h / Heating

5: 99 percent / H₂ / 10percent Pd/C / methanol / 4 h / 1 Torr

6: 90 percent / KOH / methanol; H₂O / 1 h / Ambient temperature

7: 1.) pyridine, ethyl chloroformate, 2.) NaN₃ / 1.) THF, 1 h, 2.) H₂O, 0 deg C, 1 h

8: tetrahydrofuran / 4 h / Heating

9: 12 h / Ambient temperature

10: 1.) BH₃, 2.) conc. HCl / 1.) THF, reflux, 0.75 h, 2.) reflux, 2 h

With pyridine; 1H-imidazole; hydrogenchloride; potassium hydroxide; sodium azide; borane; hydrogen; chloroformic acid ethyl ester; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene;
DOI:10.1021/ja00389a030

Reference yield:

: 83572-81-0
methyl (E,E)-6-hydroxy-7-carbamoyl-2,4-heptadienoate

: 30591-13-0
((1S,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 75 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

2: Cs₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

3: pyridine / 5 h

4: 57 percent / 1,2-dichloro-benzene / 4 h / Heating

5: 99 percent / H₂ / 10percent Pd/C / methanol / 4 h / 1 Torr

6: KOH / methanol; H₂O / 1 h / Ambient temperature

7: 1.) pyridine, ethyl chloroformate, 2.) NaN₃ / 1.) THF, 1 h, 2.) H₂O, 0 deg C, 1 h

8: tetrahydrofuran / 4 h / Heating

9: 12 h / Ambient temperature

10: 1.) BH₃, 2.) conc. HCl / 1.) THF, reflux, 0.75 h, 2.) reflux, 2 h

With pyridine; 1H-imidazole; hydrogenchloride; potassium hydroxide; sodium azide; borane; hydrogen; chloroformic acid ethyl ester; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene;
DOI:10.1021/ja00389a030

Reference yield:

: 83562-17-8
methyl (E,E)-6-(tert-butyldimethylsilyloxy)-7-carbamoyl-2,4-heptadienoate

: 30591-13-0
((1R,6R,8aR)-1-Hydroxy-octahydro-indolizin-6-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Cs₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

2: pyridine / 5 h

3: 33 percent / 1,2-dichloro-benzene / 4 h / Heating

4: 99 percent / H₂ / 10percent Pd/C / methanol / 4 h / 1 Torr

5: 90 percent / KOH / methanol; H₂O / 1 h / Ambient temperature

6: 1.) pyridine, ethyl chloroformate, 2.) NaN₃ / 1.) THF, 1 h, 2.) H₂O, 0 deg C, 1 h

7: tetrahydrofuran / 4 h / Heating

8: 12 h / Ambient temperature

9: 1.) BH₃, 2.) conc. HCl / 1.) THF, reflux, 0.75 h, 2.) reflux, 2 h

With pyridine; hydrogenchloride; potassium hydroxide; sodium azide; borane; hydrogen; chloroformic acid ethyl ester; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; water; 1,2-dichloro-benzene;
DOI:10.1021/ja00389a030