Reaktion #45910

ord-5a53d6ec038a436b9409edc955b3e6f8

Reaktionsgleichung

C[C@H](c1ccccc1)N1CC[C@](C)(NC(=O)OC(C)(C)C)C1
tert-Butyl {(3S)-3-methyl-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl}carbamate
→
CC(C)(C)OC(=O)N[C@@]1(C)CCNC1
compound
Ausbeute 100.0%
CC(C)(C)OC(=O)N[C@@]1(C)CCNC1
tert-Butyl [(3S)-3-methylpyrrolidin-3-yl]carbamate
Ausbeute 100.0%

Edukte

C[C@H](c1ccccc1)N1CC[C@](C)(NC(=O)OC(C)(C)C)C1
tert-Butyl {(3S)-3-methyl-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl}carbamate

Reagenzien

[OH-].[OH-].[Pd+2]
palladium hydroxide

Lösungsmittel

C1COCCO1
1,4-dioxane

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefar 5 hours
  2. 2
    SonstigeThe reaction liquid
  3. 3
    Filtrationwas filtered
  4. 4
    Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

tert-Butyl {(3S)-3-methyl-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl}carbamate (I-344) (406 mg, 1.33 mmol) was dissolved in 1,4-dioxane (13 ml), then palladium hydroxide catalyst (20 wt. % on carbon) (100 mg) was added, followed by stirring in an oil bath at 50° C. Under hydrogen atmosphere far 5 hours. The reaction liquid was filtered, and the filtrate was concentrated under reduced pressure to obtain the entitled compound (266 mg, 100%) as a colorless oily substance.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737166B2uspto-grants-2010_06