(4-Nitrophenyl)methyl (5R,6S)-6-((1R)-1-hydroxyethyl)-3,7-dioxo-1-azabicyclo(3.2.0)heptane-2-carboxylate → HCID 131717286, compound

HRID 1030123Notes

Reaction equation

HRID 1030123 reaction equation
[CH3:1][N+:2]1([CH3:9])[CH2:7][CH2:6][CH:5]([SH:8])[CH2:4][CH2:3]1.[OH:10][C@@H:11]([C@H:13]1[C:33](=[O:34])[N:15]2[CH:16]([C:20]([O:22]CC3C=CC([N+]([O-])=O)=CC=3)=[O:21])[C:17](=O)[CH2:18][C@H:14]12)[CH3:12]>>[CH3:1][N+:2]1([CH3:9])[CH2:7][CH2:6][CH:5]([S:8][C:17]2[CH2:18][C@@H:14]3[C@@H:13]([C@H:11]([OH:10])[CH3:12])[C:33](=[O:34])[N:15]3[C:16]=2[C:20]([O-:22])=[O:21])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 11198839(4-Nitrophenyl)methyl (5R,6S)-6-((1R)-1-hydroxyethyl)-3,7-dioxo-1-azabicyclo(3.2.0)heptane-2-carboxylateHCID 19797268HCID 19797268, compound

Product 1

HCID 131717286HCID 131717286, compoundYield 6.8%

Procedure

Following a procedure similar to that described in Example 6, but using 368 mg of the crude 1,1-dimethyl-4-mercaptopiperidinium salt prepared as described in Example 7-(1) and, 363 mg of 4-nitrobenzyl (5R, 6S)-6-[(1R)-1-hydroxyethyl]-2-oxo-1-carbapenam-3-carboxylate, 24 mg of the title compound were obtained.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-29c2345b54064b849067dc0549464969
Source dataset
uspto-grants-1992_04
Patent number
US05104867

Reaction notes

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