Trifluoroacetic acid → HCID 178496725, compound

HRID 2226376Notes

Reaction equation

HRID 2226376 reaction equation
[C:1]([C:5]([C:7]1[N:12]2[C:13](=[S:17])[C@H:14]([O:15][CH3:16])[C@H:11]2[S:10](=[O:19])(=[O:18])[CH:9]([C:20]2[N:21]([CH3:41])[N:22]=[C:23]([O:27]C(C3C=CC=CC=3)C3C=CC=CC=3)[C:24](=[O:26])[N:25]=2)[C:8]=1[CH3:42])=[O:6])([CH3:4])([CH3:3])[CH3:2].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>ClCCl>[C:1]([C:5]([C:7]1[N:12]2[C:13](=[S:17])[C@H:14]([O:15][CH3:16])[C@H:11]2[S:10](=[O:18])(=[O:19])[CH:9]([C:20]2[N:21]([CH3:41])[N:22]=[C:23]([OH:27])[C:24](=[O:26])[N:25]=2)[C:8]=1[CH3:42])=[O:6])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 131718673HCID 131718673, compound

Product 1

HCID 178496725HCID 178496725, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

179 mg of 4-tert-butylcarbonyl-7α-methoxy-3-methyl-2-(2-methyl-5-oxo-6-benzhydryloxy-2,5-dihydro-1,2,4-triazin-3-yl)thio-3-cephem 1,1-dioxide, prepared following the experimental procedure described in Example 3, was dissolved in dichloromethane (2 ml) and anisole (0.018 ml) and trifluoroacetic acid (1 ml) were added. After 15 min, TFA was completey removed in vacuo and the residue taken up in dichloromethane (1 ml). Addition of isopropyl ether afforded the title compound (125 mg) as a white powder.

Workup

  1. customTFA was completey removed in vacuo
  2. additionAddition of isopropyl ether

Sources & evidence

ORD record
ord-98f2f25f516d4d7a8a74cb433a935dc1
Source dataset
uspto-grants-1994_09
Patent number
US05348952

Reaction notes

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