tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate → (S)-N-Boc-2-ethynylpyrrolidine

HRID 380874

Reaktionsgleichung

Reaktionsgleichung von HRID 380874
[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH:13]=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH3:15]C(C)([O-])C.[K+].C(OP(C=[N+]=[N-])(=O)OCC)C>CCOCC>[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]#[CH:15])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Komponenten

5

Edukt 3

HCID 2734674tert-butyl (2S)-2-formylpyrrolidine-1-carboxylateHCID 10943016Diazomethyl-phosphonic-acid-diethylesterHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 11030701(S)-N-Boc-2-ethynylpyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

(S)-N-Boc-2-Ethynyl-pyrrolidine was prepared according to Method X above by the treatment of (S)-N-Boc-2-formyl-pyrrolidine (470 mg, 2.36 mmol) (Example 87A above) with potassium tert-butoxide (340 mg, 3.07 mmol) and diazomethyl-phosphonic-acid-diethylester (550 mg, 3.07 mmol) (also prepared according to Method X). The product was obtained after silica gel column chromatography with 10% Et2O in hexanes. (Yield 200 mg, 43%).

Aufarbeitung

  1. customalso prepared

Quellen und Nachweise

ORD-Eintrag
ord-80de765d0664493da5b5d1bcd9c381ed
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303793B1

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