HCID 68140243, compound → HCID 68140931, compound

HRID 1729671Notes

Reaction equation

HRID 1729671 reaction equation
C(OC([NH:11][C@@H:12]1[C:37](=[O:38])[N:14]2[C@@H:15]([C:21]([O:23][CH:24]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:22])[C@@:16]([Cl:20])([CH3:19])[CH2:17][S:18][C@H:13]12)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:12]1[C:37](=[O:38])[N:14]2[C@@H:15]([C:21]([O:23][CH:24]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[O:22])[C@@:16]([Cl:20])([CH3:19])[CH2:17][S:18][C@H:13]12

Participants

4

Reactant 1

HCID 68140243HCID 68140243, compound

Product 1

HCID 68140931HCID 68140931, compoundYield 62.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of benzhydryl 7β-benzyloxycarbonylamino-3β-chloro-3-methylcepham-4α-carboxylate (110 mg) in ethanol (10 ml) is added previously reduced 5% palladium charcoal (50 mg), and the mixture is shaken under hydrogen gas. After 60 minutes, the reaction mixture is filtered, and the filtrate is evaporated. The residue is treated with a mixture of ether and petroleum ether to give solid benzhydryl 7β-amino-3β-chloro-3α-methylcepham-4α-carboxylate (52 mg).

Workup

  1. filtrationthe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. additionThe residue is treated with a mixture of ether and petroleum ether

Sources & evidence

ORD record
ord-7f7987535dbe48839acbe62c1140e4dc
Source dataset
uspto-grants-1976_11
Patent number
US03989685

Reaction notes

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