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Tert-butyl 3-(2-(((benzyloxy)carbonyl)(methyl)amino)acetamido)azetidine-1-carboxylate → Tert-butyl 3-(2-(methylamino)acetamido)azetidine-1-carboxylate

HRID 1896892
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1896892
C(O[C:9]([N:11](C)[CH2:12][C:13]([NH:15][CH:16]1[CH2:19][N:18]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:17]1)=[O:14])=O)C1C=CC=CC=1>[Pd]>[CH3:9][NH:11][CH2:12][C:13]([NH:15][CH:16]1[CH2:19][N:18]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:17]1)=[O:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 58562550Tert-butyl 3-(2-(((benzyloxy)carbonyl)(methyl)amino)acetamido)azetidine-1-carboxylate

Produkt 1

HCID 18699830Tert-butyl 3-(2-(methylamino)acetamido)azetidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

To a flask containing tert-butyl 3-(2-(((benzyloxy)carbonyl)(methyl)amino)acetamido)azetidine-1-carboxylate (3.10 g, 8.21 mmol, prepared in the previous step) and a stirbar, was added 10% Pd/C (136 g, 0.127 mmol). The flask was evacuated and back filled with argon. Methanol (100 mL) was carefully added via syringe and the flask was evacuated with stirring. It was then back filled with hydrogen and stirred 2 days under a hydrogen balloon. After evacuation with stirring and back filling with argon, the catalyst was removed by filtration over Celite 521 and concentrated in vacuo to afford the product.

Aufarbeitung

  1. customprepared in the previous step) and a stirbar
  2. customThe flask was evacuated
  3. additionback filled with argon
  4. additionMethanol (100 mL) was carefully added via syringe
  5. customthe flask was evacuated
  6. additionIt was then back filled with hydrogen
  7. stirringstirred 2 days under a hydrogen balloon
  8. stirringAfter evacuation with stirring
  9. customthe catalyst was removed by filtration over Celite 521
  10. concentrationconcentrated in vacuo
  11. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-1ca087beb7a04993ad684d82397a94af
Quelldatensatz
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08518969B2

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