Isobutylene → HCID 86601877, compound

HRID 1437819Notes

Reaction equation

HRID 1437819 reaction equation
P([O-])(O)(O)=O.[Na+].Cl([O-])=[O:8].[Na+].[C:11]([O:14][C@@H:15]1[C@@H:56]([O:57][C:58](=[O:60])[CH3:59])[C@H:55]([O:61][C:62](=[O:64])[CH3:63])[C@@H:54]([C:65]([O:67][CH3:68])=[O:66])[O:53][C@H:16]1[O:17][C:18]1[CH:23]=[CH:22][C:21]([C@@H:24]2[C@@H:27]([CH2:28][CH2:29][C@H:30]([O:38][C:39](=[O:41])[CH3:40])[C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=3)[C:26](=[O:42])[N:25]2[C:43]2[CH:48]=[CH:47][C:46]([C:49]#[C:50][CH:51]=[O:52])=[CH:45][CH:44]=2)=[CH:20][CH:19]=1)(=[O:13])[CH3:12].CC(=C)C>O1CCOCC1>[C:11]([O:14][C@@H:15]1[C@@H:56]([O:57][C:58](=[O:60])[CH3:59])[C@H:55]([O:61][C:62](=[O:64])[CH3:63])[C@@H:54]([C:65]([O:67][CH3:68])=[O:66])[O:53][C@H:16]1[O:17][C:18]1[CH:23]=[CH:22][C:21]([C@@H:24]2[C@@H:27]([CH2:28][CH2:29][C@H:30]([O:38][C:39](=[O:41])[CH3:40])[C:31]3[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=3)[C:26](=[O:42])[N:25]2[C:43]2[CH:48]=[CH:47][C:46]([C:49]#[C:50][C:51]([OH:8])=[O:52])=[CH:45][CH:44]=2)=[CH:20][CH:19]=1)(=[O:13])[CH3:12]

Participants

6

Reactant 4

HCID 8255IsobutyleneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 86601875HCID 86601875, compound

Product 1

HCID 86601877HCID 86601877, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

An aqueous solution (0.1 mL) of sodium dihydrogenphosphate (9.00 mg, 0.065 mmol) and sodium chlorite (5.00 mg, 0.055 mmol) was added to a solution of 10c (37.0 mg, 0.046 mmol) in tert-butyl alchohol (0.4 mL), dioxane (0.2 mL) and isobutylene (˜0.1 mL) at room temperature. After 1.5 h, the reaction mixture was concentrated in vacuo and the crude residue triturated repeatedly with ethyl acetate. The organic washings were dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound 10d.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe crude residue triturated repeatedly with ethyl acetate
  3. dry with materialThe organic washings were dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1a2d2ad15a9c43bbb77bc94f9c659e68
Source dataset
uspto-grants-2009_11
Patent number
US07622449B2

Reaction notes

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