(4-Nitrophenyl)methyl (2-mercaptoethyl)carbamate → 4-Nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-[2-(4-nitrobenzyloxycarbonyl)aminoethylthio]-1-carbapen-2-em-3-carboxylate

HRID 1490356

Reaktionsgleichung

Reaktionsgleichung von HRID 1490356
[Si:1]([O:8][C@@H:9]([C@H:11]1[C:40](=[O:41])[N:13]2[C:14]([C:27]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=3)=[O:28])=[C:15]([S:18](C3C=CC=CC=3)(=O)=O)[C@H:16]([CH3:17])[C@H:12]12)[CH3:10])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[N+:42]([C:45]1[CH:58]=[CH:57][C:48]([CH2:49][O:50][C:51]([NH:53][CH2:54][CH2:55]S)=[O:52])=[CH:47][CH:46]=1)([O-:44])=[O:43]>>[Si:1]([O:8][C@@H:9]([C@H:11]1[C:40](=[O:41])[N:13]2[C:14]([C:27]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][CH:32]=3)=[O:28])=[C:15]([S:18][CH2:55][CH2:54][NH:53][C:51]([O:50][CH2:49][C:48]3[CH:57]=[CH:58][C:45]([N+:42]([O-:44])=[O:43])=[CH:46][CH:47]=3)=[O:52])[C@H:16]([CH3:17])[C@H:12]12)[CH3:10])([C:4]([CH3:6])([CH3:5])[CH3:7])([CH3:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 3017625(4-Nitrophenyl)methyl (2-mercaptoethyl)carbamateHCID 572238044-nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-phenylsulfonyl-1-carbapen-2-em-3-carboxylate

Produkt 1

HCID 110070494-Nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-[2-(4-nitrobenzyloxycarbonyl)aminoethylthio]-1-carbapen-2-em-3-carboxylateAusbeute 86 %

Versuchsvorschrift

Following a procedure similar to than described in Example 19(c), but using 4-nitrobenzyl (1R, 5S,6S)-6-[1(R)-t-butyldimethylsilyloxyethyl]-1-methyl-2-phenylsulfonyl-1-carbapen-2-em-3-carboxylate (prepared as described in Preparation 46)and 2-(4-nitrobenzyloxycarbonyl)aminoethylmercaptan as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a yield of 86%.

Aufarbeitung

  1. customprepared

Quellen und Nachweise

ORD-Eintrag
ord-09b1599fc7064ee8b388d3e6b0c4b9af
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05681951

Verknüpfte Notizen

Wird geladen…