Sodium Bicarbonate → HCID 137225472, compound

HRID 346390Notes

Reaction equation

HRID 346390 reaction equation
I[CH2:2][C:3]1[CH2:4][S:5][C@@H:6]2[C@H:26]([NH:27][C:28](=[O:58])[C:29](=[N:55][O:56][CH3:57])[C:30]3[N:31]=[C:32]([NH:35]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[S:33][CH:34]=3)[C:25](=[O:59])[N:7]2[C:8]=1[C:9]([O:11]C(C1C=CC=CC=1)C1C=CC=CC=1)=[O:10].[SH:60][C:61]1[S:62][C:63]([C:66]2[CH:71]=[CH:70][C:69]([O:72]COCCOC)=[C:68]([O:79]COCCOC)[CH:67]=2)=[N:64][N:65]=1.C(=O)([O-])O.[Na+:90].OC[C@@]1(OC[C@H](O)[C@@H](O)[C@@H]1O)O>O>[NH2:35][C:32]1[S:33][CH:34]=[C:30]([C:29](=[N:55][O:56][CH3:57])[C:28]([NH:27][C@@H:26]2[C:25](=[O:59])[N:7]3[C:8]([C:9]([O-:11])=[O:10])=[C:3]([CH2:2][S:60][C:61]4[S:62][C:63]([C:66]5[CH:71]=[CH:70][C:69]([OH:72])=[C:68]([OH:79])[CH:67]=5)=[N:64][N:65]=4)[CH2:4][S:5][C@H:6]23)=[O:58])[N:31]=1.[Na+:90]

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 699210735831-80-2HCID 131717053HCID 131717053, compoundHCID 178496296HCID 178496296, compound

Product 1

HCID 137225472HCID 137225472, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A trifluoroacetate obtained by the same operation as in EXAMPLE 1 by using 1.0 g (1.07 mmol) of benzhydryl 3-iodomethyl-7β-[2-methoxyimino-2-(2-tritylaminothiazol-4-yl) acetamido]-3-cephem-4-carboxylate (syn-isomer) and 0.43 g (1.07 mmol) of 2-mercapto-5-[3,4-di(2-methoxyethoxymethoxy)phenyl]-1,3,4-thiadiazole, was suspended in water and adjusted to pH6.5 with a saturated sodium hydrogencarbonate aqueous solution. Then, the suspension was subjected to ODS column chromatography (LC Sorb RP-18, manufactured by Kemco Co.) and eluted with a 20% methanol aqueous solution. The fraction containing the desired compound was concentrated and freeze-dried to obtain 168 mg (yield: 24.3%) of the above identified compound.

Workup

  1. washeluted with a 20% methanol aqueous solution
  2. additionThe fraction containing the desired compound
  3. concentrationwas concentrated
  4. customfreeze-dried
  5. customto obtain 168 mg (yield: 24.3%) of the

Sources & evidence

ORD record
ord-9eaf8b17bd77492a920cb7a856ee9d53
Source dataset
uspto-grants-1991_10
Patent number
US05061794

Reaction notes

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