Acetic Anhydride → (S)-(-)-3-Acetamidopyrrolidine

HRID 1032020Notizen

Reaktionsgleichung

[C:1]([NH:4][CH:5]1[CH2:9][CH2:8][NH:7][CH2:6]1)(=[O:3])[CH3:2].C(OC(=O)C)(=O)C>>[C:1]([NH:4][C@H:5]1[CH2:9][CH2:8][NH:7][CH2:6]1)(=[O:3])[CH3:2]

Komponenten

Edukt 2

HCID 7918Acetic Anhydride

HCID 5227153-Acetamidopyrrolidine

Produkt 1

HCID 7021471(S)-(-)-3-Acetamidopyrrolidine

Versuchsvorschrift

An alternate preparation of (3S)-3-acetamidopyrrolidine (12) began by repeating steps (a) and (b) as described above. However, instead of reducing the product (10) with thiolacetic acid, the reduction was accomplished with hydrogen in the presence of a platinum catalyst to obtain the amine (11). The amine was thereafter acylated with acetic anhydride and the R1 group was cleaved as described above to obtain (12), where R4 is acetyl.

Quellen und Nachweise

ORD-Eintrag: ord-e760393e1b724276960eaad72245a0fa
Quelldatensatz: uspto-grants-1990_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04956475

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