Methanesulfonyl chloride → 3-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanyl methylsulfonyl ether

HRID 1897

Reaktionsgleichung

Reaktionsgleichung von HRID 1897
[C:1]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C@@H:13]([CH2:17][N+:18]([O-:20])=[O:19])[CH2:14][CH2:15][OH:16])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C(Cl)Cl>[CH3:21][S:22]([O:16][CH2:15][CH2:14][C@@H:13]([C@@H:9]1[CH2:10][CH2:11][CH2:12][N:8]1[C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:17][N+:18]([O-:20])=[O:19])(=[O:24])=[O:23]

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 228695313-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanol

Produkt 1

HCID 867503003-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanyl methylsulfonyl ether

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A 3.5 g sample of the alcohol from step 471a above was dissolved in 25 mL of methylene chloride and treated with methanesulfonyl chloride an TEA at 0° C. for 2 hours. The reaction mixture was washed with NaHCO3 solution and water, and the solvent was removed. The residue was chromatographed on silica gel to give 3 g of the title compound.

Aufarbeitung

  1. washThe reaction mixture was washed with NaHCO3 solution and water
  2. customthe solvent was removed
  3. customThe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d35336a8d63f46faa12cbe3c8194e4f3
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726182

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