Reaktion #5160

ord-3eda79cd98774b5c872c62570bbbdb00

Reaktionsgleichung

CC1C(SC2CNC(=O)C2)=C(C(=O)[O-])N2C(=O)C([C@@H](C)O)[C@@H]12.[Na+]
sodium 2-(2-oxo-4-pyrrolidinylthio)-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate
CC(I)OC(=O)OC1CCCCC1
1-(cyclohexyloxycarbonyloxy)ethyl iodide
→
CC(OC(=O)OC1CCCCC1)OC(=O)C1=C(SC2CNC(=O)C2)[C@H](C)[C@@H]2[C@@H]([C@@H](C)O)C(=O)N12
title compound
CC(OC(=O)OC1CCCCC1)OC(=O)C1=C(SC2CNC(=O)C2)[C@H](C)[C@@H]2[C@@H]([C@@H](C)O)C(=O)N12
1-(Cyclohexyloxycarbonyloxy)ethyl (1R, 5S, 6S)-2-(2-oxo-4-pyrrolidinylthio)-6-[(1R)-1-hydroxyethyl]- 1-methyl-1-carbapen-2-em-3-carboxylate

Edukte

CC1C(SC2CNC(=O)C2)=C(C(=O)[O-])N2C(=O)C([C@@H](C)O)[C@@H]12.[Na+]
sodium 2-(2-oxo-4-pyrrolidinylthio)-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate
CC(I)OC(=O)OC1CCCCC1
1-(cyclohexyloxycarbonyloxy)ethyl iodide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeobtained by a similar procedure to

Vorschrift

Following a procedure similar to that described in Example 39, but using 54 mg of sodium 2-(2-oxo-4-pyrrolidinylthio)-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate obtained by a similar procedure to that described in Example 36 and 50 μl of 1-(cyclohexyloxycarbonyloxy)ethyl iodide, 62 mg of the title compound were obtained as a colorless powder.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05242914uspto-grants-1993_09