Perchloric Acid → HCID 67182291, compound

HRID 84033Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C@@H:17]3[O:26][C@@H:20]4[O:21]C(C)(C)[O:23][C@@H:19]4[C@@H:18]3[CH2:27][CH2:28][N:29]3[C:37](=[O:38])[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:30]3=[O:39])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].Cl(O)(=O)(=O)=O>C(#N)C.O.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C@H:17]3[C@@H:18]([CH2:27][CH2:28][N:29]4[C:30](=[O:39])[C:31]5[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=5)[C:37]4=[O:38])[C@@H:19]([OH:23])[C@@H:20]([OH:21])[O:26]3)=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

Conditions

Temperature: 55 °C

Procedure

To a solution of the compound obtained from step m above (0.28 g) in acetonitrile (20 mL) and water (2 mL), 30% perchloric acid (0.4 mL) was added at room temperature. The reaction mixture was heated to 55° C. for 30 minutes. The reaction mixture was then quenched using a sodium bicarbonate solution. The solvents were evaporated at reduced pressure. The residue thus obtained was taken in ethyl acetate and water. The organic layer was separated, washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was concentrated under reduced pressure to yield the title compound (0.418 g) as crude mass which was used further without any purification and characterization.

Workup

customThe reaction mixture was then quenched
customThe solvents were evaporated at reduced pressure
customThe residue thus obtained
customThe organic layer was separated
washwashed with water and brine solution
dry with materialdried over anhydrous sodium sulphate
concentrationThe solvent was concentrated under reduced pressure

Sources & evidence

ORD record: ord-d69ca0c5c20743a18e4dbeb635e642a5
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846910B2

Reaction notes

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