Reaktion #514565

ord-955474af26434079a4d65b708fad6e38

Reaktionsgleichung

O=C(O)[C@@H]1Cc2ccccc2N1
L-indoline-2-carboxylic acid
CC(=O)O
acetic acid
[H][H]
hydrogen
→
CC(C)(C)OC(=O)N1C2CCCCC2C[C@H]1C(=O)O
title compound
CC(C)(C)OC(=O)N1C2CCCCC2C[C@H]1C(=O)O
Boc-Oic-OH

Edukte

O=C(O)[C@@H]1Cc2ccccc2N1
L-indoline-2-carboxylic acid
CC(=O)O
acetic acid
—
resultant mixture
[H][H]
hydrogen

Reagenzien

[Rh]
Rh/Al2O3

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    FiltrationThe reaction mixture was filtered
  3. 3
    Sonstigethe filtrate was evaporated under reduced pressure

Vorschrift

In an acetic acid solution containing 2.0 g of L-indoline-2-carboxylic acid, 5% Rh/Al2O3 was added and the resultant mixture was stirred for 3 days in a hydrogen gas atmosphere (4.5 kg/cm2). The reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The resultant residue was tert-butoxycarbonylated to give 0.6 g of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06313094B1uspto-grants-2001_11