Hydrochloric Acid → HCID 69362846, compound

HRID 1072380Notes

Reaction equation

HRID 1072380 reaction equation
FC(F)(F)S([O-])(=O)=O.[N:9]([CH2:12][C@H:13]([O:56][Si](CC)(CC)CC)[CH2:14][N+:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([C:23]2[N:24]=[CH:25][N:26]3[CH:30]=[C:29]([C:31]4[C@H:32]([CH3:55])[C@@H:33]5[C@@H:50]([C@H:51]([OH:53])[CH3:52])[C:49](=[O:54])[N:34]5[C:35]=4[C:36]([O:38]CC4C=CC([N+]([O-])=O)=CC=4)=[O:37])[S:28][C:27]=23)=[O:22])[CH:16]=1)=[N+]=[N-].O.Cl.C(=O)([O-])O.[Na+]>C1COCC1>[NH2:9][CH2:12][C@@H:13]([OH:56])[CH2:14][N+:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([C:23]2[N:24]=[CH:25][N:26]3[CH:30]=[C:29]([C:31]4[C@H:32]([CH3:55])[C@@H:33]5[C@@H:50]([C@H:51]([OH:53])[CH3:52])[C:49](=[O:54])[N:34]5[C:35]=4[C:36]([O-:38])=[O:37])[S:28][C:27]=23)=[O:22])[CH:16]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 131725012HCID 131725012, compound

Product 1

HCID 69362846HCID 69362846, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The crude product (398 mg) of 4-nitrobenzyl (1S,5R,6S)-2-[7-[1-((2R)-3-azido-2-triethylsilyloxypropyl)pyridinium-3-yl]carbonylimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate trifluoromethanesulfonate was dissolved in 12 ml of THF and 12 ml of water to prepare a solution. The solution was adjusted to pH 2.2 by the addition of 1 N hydrochloric acid and was stirred for 24 hr. The solution was adjusted to pH 5 by the addition of a 5% aqueous sodium hydrogencarbonate solution, and a reaction was then carried out in the same manner as in step b) of Example 4. Thus, 56 mg of the title compound was prepared.

Sources & evidence

ORD record
ord-825373b1867840df95f1178f3138b461
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

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