HCID 131710304, compound → HCID 131710303, compound

HRID 328071Notes

Reaction equation

HRID 328071 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([NH:13][C@H:14]2[C:27](=[O:28])[N:16]3[C:17]([C:24]([O-:26])=[O:25])=[C:18]([CH:21]([CH3:23])[CH3:22])[CH2:19][S:20][C@H:15]23)=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2]>FC(F)(F)C(O)=O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([NH:13][C@H:14]2[C:27](=[O:28])[N:16]3[C:17]([C:24]([OH:26])=[O:25])=[C:18]([CH:21]([CH3:22])[CH3:23])[CH2:19][S:20][C@H:15]23)=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 131710304HCID 131710304, compound

Product 1

HCID 131710303HCID 131710303, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1.06 g of the ester of Step A in 10 ml of trifluoroacetic acid stood for 5 minutes and was then evaporated to dryness. The residue was taken up in benzene and evaporated to dryness. The residue was empasted with 20 ml of ether, stirred for 15 minutes, vacuum filtered, washed with ether and dried to obtain 790 mg of DL cis 7-p-nitrophenylacetamido-3-isopropyl-3-cepheme-4-carboxylic acid melting at 190° C decomposition. The product occurred as colorless crystals slightly soluble in ethanol and insoluble in water.

Workup

  1. customwas then evaporated to dryness
  2. customevaporated to dryness
  3. filtrationvacuum filtered
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-ddf8bb9fc7d74ce4a1ff28dd0b9a4d7f
Source dataset
uspto-grants-1977_04
Patent number
US04016158

Reaction notes

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