(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

Base Information

Chemical Name:(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone
CAS No.:208037-91-6
Molecular Formula:C₁₉H₂₇N₃O₄S
Molecular Weight:393.507
Hs Code.:

Synonyms:(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

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Chemical Property of (1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

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Technology Process of (1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

There total 8 articles about (1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone 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:

: 208037-73-4
(2R,5S)-5-[1'-(2'-methoxycarbonyl)ethyl]proline methyl ester

: 208037-91-6
(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / Et₃N / methanol / 14 h / Ambient temperature

2: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C

3: 87 percent / NaI / pyridine / 7.5 h

4: 88 percent / methanol / 2 h / Ambient temperature

With potassium hexamethylsilazane; triethylamine; sodium iodide; In tetrahydrofuran; pyridine; methanol;
DOI:10.1021/jo980153t

Reference yield:

: 208037-72-3
(2R,5S)-5-(2-Carboxy-ethyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

: 208037-91-6
(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / AcCl / 14 h / Heating

2: 93 percent / Et₃N / methanol / 14 h / Ambient temperature

3: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C

4: 87 percent / NaI / pyridine / 7.5 h

5: 88 percent / methanol / 2 h / Ambient temperature

With potassium hexamethylsilazane; triethylamine; acetyl chloride; sodium iodide; In tetrahydrofuran; pyridine; methanol;
DOI:10.1021/jo980153t

Reference yield:

: 208037-71-2
2-[(R)-1-Benzyl-5-tert-butoxycarbonyl-pyrrolidin-(2Z)-ylidene]-succinic acid dibenzyl ester

: 208037-91-6
(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone p-tosylhydrazone

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / ammonium formate / Pd/C / methanol / 12 h / Heating

2: 95 percent / AcCl / 14 h / Heating

3: 93 percent / Et₃N / methanol / 14 h / Ambient temperature

4: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C

5: 87 percent / NaI / pyridine / 7.5 h

6: 88 percent / methanol / 2 h / Ambient temperature

With ammonium formate; potassium hexamethylsilazane; triethylamine; acetyl chloride; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol;
DOI:10.1021/jo980153t