Trifluoroacetic acid → HCID 131713461, compound

HRID 1904132Notes

Reaction equation

HRID 1904132 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:51])[C:19]([C:26]3[N:27]=[C:28]([NH:31]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[S:29][CH:30]=3)=[N:20][O:21][CH2:22][C:23]([NH2:25])=[S:24])[C:15](=[O:52])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2].FC(F)(F)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:51])[C:19]([C:26]3[N:27]=[C:28]([NH2:31])[S:29][CH:30]=3)=[N:20][O:21][CH2:22][C:23]([NH2:25])=[S:24])[C:15](=[O:52])[N:10]2[C:11]=1[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131713460HCID 131713460, compound

Product 1

HCID 131713461HCID 131713461, compound

Procedure

A mixture of the product of Step B and 12 ml of trifluoroacetic acid was stirred for 30 minutes at room temperature and part of the acid was evaporated under reduced pressure. 120 ml of isopropyl ether were added thereto. Efflorescence occured and the mixture was occur filtered. The product was rinsed with isopropyl ether and dried to obtain the syn isomer of 3-acetoxymethyl-7-[2-(2-amino-4-thiazolyl)-2-(2-amino-2-thioxoethoxyimino)-acetamido]-ceph-3-eme-4-carboxylic acid identical to the product of Example 16.

Workup

  1. custompart of the acid was evaporated under reduced pressure
  2. addition120 ml of isopropyl ether were added
  3. filtrationthe mixture was occur filtered
  4. washThe product was rinsed with isopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-92aef57fa9f14f3abd493a4b99e64d64
Source dataset
uspto-grants-1984_03
Patent number
US04439433

Reaction notes

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