Trifluoroacetic acid → HCID 14349736, compound

HRID 2292053Notes

Reaction equation

HRID 2292053 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:23])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=2)[C:7]=1[C:24]([O:26]C(C1C=CC=CC=1)C1C=CC=CC=1)=[O:25])(=[O:3])[CH3:2].FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1>ClCCl>[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:23])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=2)[C:7]=1[C:24]([OH:26])=[O:25])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 14349734HCID 14349734, compound

Product 1

HCID 14349736HCID 14349736, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 300 mg of (6R-trans)-3-[(acetyloxy)methyl]-7-[(4-carboxy-2-thiazolyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester, 1 ml of trifluoroacetic acid, 0.25 ml of anisole and 3 ml of dichloromethane was allowed to stand for 45 minutes, then the solid was collected, washed with ether and petroleum ether and dried, giving 155 mg of the desired compound.

Workup

  1. customthe solid was collected
  2. washwashed with ether and petroleum ether
  3. customdried

Sources & evidence

ORD record
ord-44c46e2bc1614d0b8adc0b2ec69c990d
Source dataset
uspto-grants-1989_01
Patent number
US04800199

Reaction notes

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