Sodium Bicarbonate → HCID 131717058, compound

HRID 346393Notes

Reaction equation

HRID 346393 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([C:36]1[N:37]=[C:38]([NH:41]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[S:39][CH:40]=1)[C:6]([NH:8][C@@H:9]1[C:34](=[O:35])[N:11]2[C:12]([C:18]([O:20]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:19])=[C:13]([CH2:16]I)[CH2:14][S:15][C@H:10]12)=[O:7])[CH3:2].[OH:61][C:62]1[CH:63]=[C:64]([C:69]2[O:73][C:72]([SH:74])=[N:71][CH:70]=2)[CH:65]=[CH:66][C:67]=1[OH:68].C(=O)([O-])O.[Na+:79]>O>[NH2:41][C:38]1[S:39][CH:40]=[C:36]([C:5](=[N:4][O:3][CH2:1][CH3:2])[C:6]([NH:8][C@@H:9]2[C:34](=[O:35])[N:11]3[C:12]([C:18]([O-:20])=[O:19])=[C:13]([CH2:16][S:74][C:72]4[O:73][C:69]([C:64]5[CH:65]=[CH:66][C:67]([OH:68])=[C:62]([OH:61])[CH:63]=5)=[CH:70][N:71]=4)[CH2:14][S:15][C@H:10]23)=[O:7])[N:37]=1.[Na+:79]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 131717057HCID 131717057, compoundHCID 178515883HCID 178515883, compound

Product 1

HCID 131717058HCID 131717058, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A trifluoroacetate obtained by the same operation as in EXAMPLE 1 by using 1.0 g (1.06 mmol) of benzhydryl 7β-[2-ethoxyimino-2-(2-tritylaminothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate (syn-isomer) and 0.260 g (1.2 mmol) of 5-(3,4-dihydroxyphenyl)-2mercaptooxazole, was suspended in water and adjusted to pH6.5 with a saturated sodium hydrogencarbonate aqueous solution. Insoluble substances were filtered off and the filtrate was subjected to reversed phase column chromatography (LC-Sorb RP-18, manufactured by Kemco Co.). The fraction (elution with a 20% methanol aqueous solution) containing the desired compound was collected, concentrated and freeze-dried to obtain 70 mg (yield: 10.2%) of the above identified compound.

Workup

  1. filtrationInsoluble substances were filtered off
  2. washThe fraction (elution with a 20% methanol aqueous solution)
  3. additioncontaining the desired compound
  4. customwas collected
  5. concentrationconcentrated
  6. customfreeze-dried
  7. customto obtain 70 mg (yield: 10.2%) of the

Sources & evidence

ORD record
ord-3b3d139b11dc44e9ae71ad370f747f8b
Source dataset
uspto-grants-1991_10
Patent number
US05061794

Reaction notes

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