Trifluoroacetic acid → HCID 15383931, compound

HRID 1901666Notes

Reaction equation

HRID 1901666 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:50]=[CH:51][CH:52]=1)[O:5][CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C@H:13]([CH3:49])[CH2:14][O:15][C:16]2[CH:48]=[CH:47][C:19]([CH2:20][CH:21]3[S:25][C:24](=[O:26])[N:23](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:22]3=[O:46])=[CH:18][CH:17]=2)[CH2:8]1.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:50]=[CH:51][CH:52]=1)[O:5][CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C@H:13]([CH3:49])[CH2:14][O:15][C:16]2[CH:48]=[CH:47][C:19]([CH2:20][CH:21]3[S:25][C:24](=[O:26])[NH:23][C:22]3=[O:46])=[CH:18][CH:17]=2)[CH2:8]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 15383951HCID 15383951, compound

Product 1

HCID 15383931HCID 15383931, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A procedure similar to that described in Example 1 was repeated, except that 0.57 g of 5-[4-{2(R)-[5(R)-(3-chlorophenoxymethyl)-2-oxooxazolidin-3-yl]propoxy}benzyl]-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 45), 2 ml of trifluoroacetic acid and 2 ml of methylene chloride were used, to give 280 mg of the title compound, melting at 52° C. to 53° C. and having [α]D =-39.7° (methanol, c=0.965).

Sources & evidence

ORD record
ord-1060a4b69cd54f0787c6ade4654439c7
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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