Hydrochloric Acid → HCID 67617158, compound

HRID 362006Notes

Reaction equation

HRID 362006 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 hour sin 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 hour sin the presence of 140 mg of 10% w/w palladium-on-charcoal
  2. custompurified by the same procedure

Sources & evidence

ORD record
ord-0b590873340d45bfbd94d5bc5b71e25c
Source dataset
uspto-grants-1999_02
Patent number
US05866564

Reaction notes

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