Triethylamine → (S)-tert-butyl (1-(methylsulfonyl)pyrrolidin-3-yl)carbamate

HRID 2167782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2167782
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH:6]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:7]1.CCN(CC)CC>C(Cl)Cl>[CH3:1][S:2]([N:6]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:16])([CH3:15])[CH3:17])[CH2:7]1)(=[O:4])=[O:3]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 1514396(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine

Produkt 1

HCID 58959879(S)-tert-butyl (1-(methylsulfonyl)pyrrolidin-3-yl)carbamateAusbeute 58,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Methane sulfonyl chloride (204 mg, 1.78 mmol) was added to a solution of (S)-tert-butyl pyrrolidin-3-ylcarbamate (300 mg, 1.62 mmol) and Et3N (197 mg, 1.94 mmol) in DCM (6 mL) at 0-5° C.; stirring was continued at 20-35° C. for 2 h. The reaction mixture was diluted with DCM, washed with water, aqueous NaHCO3 solution followed by brine to afford 250 mg of the title compound.

Aufarbeitung

  1. washwashed with water, aqueous NaHCO3 solution

Quellen und Nachweise

ORD-Eintrag
ord-a4f23f0eac064becb620957e8fa1e220
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09045479B2

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