N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

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Chemical Name:N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide
CAS No.:162776-62-7
Molecular Formula:C₂₃H₃₅N₅O₂
Molecular Weight:413.563
Hs Code.:

Synonyms:N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

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Chemical Property of N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

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Technology Process of N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

There total 9 articles about N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide 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: 39.0%

: 136465-89-9
(2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane

: 162776-61-6
N-tert-butyloctahydro-(3S,4aS,7aS)-1H-pyrindene-3-carboxamide

: 162776-62-7
N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

Guidance literature:: In isopropyl alcohol; at 80 ℃;
DOI:10.1021/jm00034a016

Reference yield:

: 35878-28-5,743438-34-8
cyclopentane-cis-1,2-dicarboxylic acid anhydride

: 162776-62-7
N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1: 3 h / Heating

3: 23 g / oxalyl chloride / toluene / 28 h

4: 20 g / H₂, 2,6-lutidine / 10percent Pd/C / tetrahydrofuran / 18 h / 2585.7 Torr

5: 1.) lithium bis(trimethylsilyl)amide, 3.) AcOH

6: 12 g / H₂ / 5percent Pd/C / tetrahydrofuran / 2585.7 Torr

7: 68 percent / BH₃*Me₂S / tetrahydrofuran / 3 h / 25 °C

8: trimethylaluminum / tetrahydrofuran; toluene / 24 h / 25 °C

9: 39 percent / propan-2-ol / 80 °C

With 2,6-dimethylpyridine; oxalyl dichloride; dimethylsulfide borane complex; hydrogen; trimethylaluminum; acetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; toluene;
DOI:10.1021/jm00034a016

Reference yield:

: 1-methyl hydrogen (1S*,2R*)-1,2-cyclopentanedicarboxylate

: 162776-62-7
N-tert-butyl-2-<2(R)-hydroxy-4-phenyl-3(S)-azidobutyl>octahydro-(3S,4aS,7aS)-1H-pyrindene-3(S)-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

2: 23 g / oxalyl chloride / toluene / 28 h

3: 20 g / H₂, 2,6-lutidine / 10percent Pd/C / tetrahydrofuran / 18 h / 2585.7 Torr

4: 1.) lithium bis(trimethylsilyl)amide, 3.) AcOH

5: 12 g / H₂ / 5percent Pd/C / tetrahydrofuran / 2585.7 Torr

6: 68 percent / BH₃*Me₂S / tetrahydrofuran / 3 h / 25 °C

7: trimethylaluminum / tetrahydrofuran; toluene / 24 h / 25 °C

8: 39 percent / propan-2-ol / 80 °C

With 2,6-dimethylpyridine; oxalyl dichloride; dimethylsulfide borane complex; hydrogen; trimethylaluminum; acetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; toluene;
DOI:10.1021/jm00034a016