Trifluoroacetic acid → HCID 12801756, compound

HRID 1731430Notes

Reaction equation

HRID 1731430 reaction equation
FC(F)(F)C(O)=O.[C:8]([O:11][CH2:12][C:13]1[CH2:14][S:15][C@@H:16]2[C@H:27]([NH:28][C:29](=[O:69])/[C:30](=[N:56]\[O:57][C:58]3([C:62]([O:64]C(C)(C)C)=[O:63])[CH2:61][CH2:60][CH2:59]3)/[C:31]3[N:32]=[C:33]([NH:36]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[S:34][CH:35]=3)[C:26](=[O:70])[N:17]2[C:18]=1[C:19]([O:21]C(C)(C)C)=[O:20])(=[O:10])[CH3:9].C1(OC)C=CC=CC=1>CS(C)=O>[C:8]([O:11][CH2:12][C:13]1[CH2:14][S:15][C@@H:16]2[C@H:27]([NH:28][C:29](=[O:69])/[C:30](/[C:31]3[N:32]=[C:33]([NH2:36])[S:34][CH:35]=3)=[N:56]\[O:57][C:58]3([C:62]([OH:64])=[O:63])[CH2:59][CH2:60][CH2:61]3)[C:26](=[O:70])[N:17]2[C:18]=1[C:19]([OH:21])=[O:20])(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 15573434HCID 15573434, compound

Product 1

HCID 12801756HCID 12801756, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Trifluoroacetic acid (100 ml) was added to a mixture of the product of Stage (a) (12.5 g) and anisole (5 ml) at 0°. The mixture was treated substantially as described in Example 1 (b) to give the title compound (4 g), λmax (pH 6 buffer) 246 nm (E1 cm1% 264), λinf 295 nm (E1 cm1% 118), [α]D20 +27.3° (c 1.0, DMSO).

Workup

  1. additionThe mixture was treated substantially

Sources & evidence

ORD record
ord-200296eff6b34b1293a5f84870f1efd3
Source dataset
uspto-grants-1986_11
Patent number
US04621081

Reaction notes

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