Hydrochloric Acid → HCID 67617158, compound

HRID 727604Notes

Reaction equation

HRID 727604 reaction equation
[N+](C1C=CC(CC([O:11][CH2:12][CH:13]2[N:18](C(OCC3C=CC([N+]([O-])=O)=CC=3)=O)[CH2:17][CH2:16][N:15]([C:32]([C@@H:34]3[CH2:38][C@H:37]([S:39][C:40]4[C@H:41]([CH3:64])[C@@H:42]5[C@@H:59]([C@H:60]([OH:62])[CH3:61])[C:58](=[O:63])[N:43]5[C:44]=4[C:45]([O:47]CC4C=CC([N+]([O-])=O)=CC=4)=[O:46])[CH2:36][N:35]3C(OCC3C=CC([N+]([O-])=O)=CC=3)=O)=[O:33])[CH2:14]2)=O)=CC=1)([O-])=O.[ClH:80]>O1CCCC1.O>[ClH:80].[OH:11][CH2:12][CH:13]1[NH:18][CH2:17][CH2:16][N:15]([C:32]([C@@H:34]2[CH2:38][C@H:37]([S:39][C:40]3[C@H:41]([CH3:64])[C@@H:42]4[C@@H:59]([C@H:60]([OH:62])[CH3:61])[C:58](=[O:63])[N:43]4[C:44]=3[C:45]([OH:47])=[O:46])[CH2:36][NH:35]2)=[O:33])[CH2:14]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131720423HCID 131720423, compound

Product 1

HCID 67617158HCID 67617158, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

140 mg of 4-nitrobenzyl (1R, 5S, 6S)-2-{(2S, 4S)-2-[3-(4-nitrobenzylcarbonyloxymethyl)-4-(4-nitrobenzyloxycarbonyl)-1-piperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidin-4-ylthio}-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate [prepared as described in step (a) above] were dissolved in 2 ml of a 1:1 by volume mixture of tetrahydrofuran and water, after which 0.13 ml of 1N aqueous hydrochloric acid was added, and the mixture was hydrogenated by bubbling hydrogen through it at room temperature for 2 hours in the presence of 140 mg of 10% w/w palladium-on-charcoal. At the end of this time, the reaction mixture was worked up and purified by the same procedure as described in Example 7(b), to give 20 mg of the title compound, as a powder.

Workup

  1. customby bubbling hydrogen through it at room temperature for 2 hours in the presence of 140 mg of 10% w/w palladium-on-charcoal
  2. custompurified by the same procedure

Sources & evidence

ORD record
ord-8eb319cbe7764e9ba11e07c4d5ddd6dd
Source dataset
uspto-grants-1998_01
Patent number
US05712267

Reaction notes

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