tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

Base Information

Chemical Name:tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate
CAS No.:929548-83-4
Molecular Formula:C₂₄H₃₂N₂O₃
Molecular Weight:396.53
Hs Code.:

Synonyms:tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

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Chemical Property of tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

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Technology Process of tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

There total 9 articles about tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate 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:

: 791834-41-8
(S)-2-benzylamino-succinic acid 1-benzyl ester 4-tert-butyl ester

: 929548-83-4
tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / K₂CO₃; NaI / acetonitrile / 16 h / 81 °C

2: 96 percent / NaI / acetone / 16 h / 20 °C

3: 72 percent / LiHMDS / tetrahydrofuran / 4 h / -78 - -30 °C

4: 93 percent / 28 h / 65 °C

5: 98 percent / palladium(II) acetate / diethyl ether / -20 - 20 °C

6: 98 percent / H₂ / Pd/BaSO₄ / methanol / 3 h / 20 °C

7: benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆^(1-); 4-methylmorpholine / dimethylformamide / 2 h / 20 °C

With 4-methyl-morpholine; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; sodium iodide; lithium hexamethyldisilazane; Pd-BaSO₄; palladium diacetate; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jm061344o

Reference yield:

: 791834-44-1
2-benzyl 3-tert-butyl (2S,3S)-1-benzyl-5-methylenepiperidine-2,3-dicarboxylate

: 929548-83-4
tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / 28 h / 65 °C

2: 98 percent / palladium(II) acetate / diethyl ether / -20 - 20 °C

3: 98 percent / H₂ / Pd/BaSO₄ / methanol / 3 h / 20 °C

4: benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆^(1-); 4-methylmorpholine / dimethylformamide / 2 h / 20 °C

With 4-methyl-morpholine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Pd-BaSO₄; palladium diacetate; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jm061344o

Reference yield:

: 791834-42-9
1-benzyl 4-tert-butyl (2S)-2-{benzyl[2-(chloromethyl)prop-2-en-1-yl]amino}succinate

: 929548-83-4
tert-butyl (6S,7S)-6-[(4-phenyl-3,6-dihydropyridin-1(2H)-yl)carbonyl]-5-azaspiro[2.5]octane-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / NaI / acetone / 16 h / 20 °C

2: 72 percent / LiHMDS / tetrahydrofuran / 4 h / -78 - -30 °C

3: 93 percent / 28 h / 65 °C

4: 98 percent / palladium(II) acetate / diethyl ether / -20 - 20 °C

5: 98 percent / H₂ / Pd/BaSO₄ / methanol / 3 h / 20 °C

6: benzotriazol-1-yloxytris(dimethylamino)phosphonium*PF₆^(1-); 4-methylmorpholine / dimethylformamide / 2 h / 20 °C

With 4-methyl-morpholine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; sodium iodide; lithium hexamethyldisilazane; Pd-BaSO₄; palladium diacetate; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm061344o