Reaktion #1992

ord-bd232c0b8b38439bb9e8a89504c75742

Reaktionsgleichung

CCOC(=O)C[C@H](C[N+](=O)[O-])[C@@H]1CCCN1C(=O)OC(C)(C)C
ethyl 3-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanoate
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LAH
→
CC(C)(C)OC(=O)N1CCC[C@H]1[C@H](CCO)C[N+](=O)[O-]
3-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanol

Edukte

CCOC(=O)C[C@H](C[N+](=O)[O-])[C@@H]1CCCN1C(=O)OC(C)(C)C
ethyl 3-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanoate
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LAH

Reagenzien

Keine

Lösungsmittel

CCOCC
ether

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter careful quenching of the excess reagents
  2. 2
    Extraktionthe title compound was extracted
  3. 3
    Sonstigepurified by chromatography (4.5 g)

Vorschrift

A 7.5 g sample of ethyl 3-(R)-(1-BOC-2-(S)-pyrrolidinyl)-4-nitrobutanoate (prepared according to the procedure of Hayakawa et al., U.S. Pat. No. 5,098,912, issued Mar. 24, 1992) was dissolved in 35 mL of ether and treated with 0.76 g of LAH. After careful quenching of the excess reagents, the title compound was extracted and purified by chromatography (4.5 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726182uspto-grants-1998_03