HCID 131713466, compound → HCID 131713468, compound

HRID 1904140Notes

Reaction equation

HRID 1904140 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[CH:16]([NH:17][C:18](=[O:52])[C:19]([C:27]3[N:28]=[C:29]([NH:32]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[S:30][CH:31]=3)=[N:20][O:21][CH2:22][CH2:23][N:24]=[N+:25]=[N-:26])[C:15](=[O:53])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2].C(NCC)C>C(O)=O>[C:1]([O:4][CH2:5][C:6]1[CH2:7][S:8][C@@H:9]2[CH:16]([NH:17][C:18](=[O:52])[C:19]([C:27]3[N:28]=[C:29]([NH2:32])[S:30][CH:31]=3)=[N:20][O:21][CH2:22][CH2:23][N:24]=[N+:25]=[N-:26])[C:15](=[O:53])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 131713466HCID 131713466, compound

Product 1

HCID 131713468HCID 131713468, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 1.238 g of the product of Step C and 6 ml of 70% aqueous formic acid was stirred at 50° C. for 15 minutes and was the vacuum filtered to remove triphenylcarbinol. The filtrate was evaporated to dryness under reduced pressure and the residue was taken up in water with efflorescence. The mixture was vacuum filtered and the recovered product was dried to obtain 0.358 g of the syn isomer of 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2-(2-azidoethoxyimino)-acetamido]-ceph-3-eme-4-carboxylic acid.

Workup

  1. filtrationfiltered
  2. customto remove triphenylcarbinol
  3. customThe filtrate was evaporated to dryness under reduced pressure
  4. filtrationfiltered
  5. customthe recovered product was dried

Sources & evidence

ORD record
ord-1d2fabefc03045cbb80ee29148e249c0
Source dataset
uspto-grants-1984_03
Patent number
US04439433

Reaction notes

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