Hydrochloric Acid → (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(2S)-2,6-diaminohexanoic acid

HRID 490019Notes

Reaction equation

HRID 490019 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[CH3:11][N:12]1[N:18]=[C:17]([OH:19])[C:15](=[O:16])[N:14]=[C:13]1[S:20][CH2:21][C:22]1[CH2:43][S:42][C@@H:25]2[C@H:26]([NH:29][C:30](/[C:32](/[C:36]3[N:40]=[C:39]([NH2:41])[S:38][CH:37]=3)=[N:33]\[O:34][CH3:35])=[O:31])[C:27](=[O:28])[N:24]2[C:23]=1[C:44]([OH:46])=[O:45].N[C@H](C(O)=O)CCCNC(=N)N.Cl.CN1N=C(O)C(=O)N=C1SCC1CS[C@@H]2[C@H](NC(/C(/C3N=C(N)SC=3)=N\OC)=O)C(=O)N2C=1C(O)=O.N[C@H](C(O)=O)CCCNC(=N)N>O>[CH3:11][N:12]1[N:18]=[C:17]([OH:19])[C:15](=[O:16])[N:14]=[C:13]1[S:20][CH2:21][C:22]1[CH2:43][S:42][C@@H:25]2[C@H:26]([NH:29][C:30](/[C:32](/[C:36]3[N:40]=[C:39]([NH2:41])[S:38][CH:37]=3)=[N:33]\[O:34][CH3:35])=[O:31])[C:27](=[O:28])[N:24]2[C:23]=1[C:44]([OH:46])=[O:45].[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 5962L-Lysine2×HCID 178418600HCID 178418600, compoundHCID 178502822HCID 178502822, compoundHCID 178502825HCID 178502825, compound

Product 1

HCID 178502824(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(2S)-2,6-diaminohexanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

About 610 mg (3.34 mole) of lysine was dissolved in 50 ml of distilled water. Additionally, 1.0 gram (1.67 mole) of ceftriaxone was dissolved in 50 ml of a separate volume of distilled water. The solution containing arginine was adjusted with 1N-HCl until the solution reached pH 6.0. The ceftriaxone solution was then added to the lysine solution and stirred by a magnetic stirrer at room temperature for 1 hour forming a ceftriaxone-lysine solution. To the ceftriaxone-lysine solution was added about 400 mg of carrageenan and the solution was stirred by magnetic stirrer at room temperature for 2 hours. A ceftriaxone-lysine-carrageenan hydrogel was formed. The hydrogel was then freeze-dried while in the swollen state, yielding about 1.92 g of the freeze-dried complex.

Sources & evidence

ORD record
ord-299061f69bee4fb9876effab7bb462f9
Source dataset
uspto-grants-2009_05
Patent number
US07527807B2

Reaction notes

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