1-Butanol → HCID 90123177、化合物

HRID 535311ノート

反応式

HRID 535311 の反応式
CC[C@H]1[C@H]2C[C@H]([C@H](OC3C4C(=CC=CC=4)C(O[C@H](C4C=CN=C5C=4C=C(OC)C=C5)[C@@H]4N5C[C@H](CC)[C@@H](CC5)C4)=NN=3)C3C=CN=C4C=3C=C([O:22]C)C=C4)N(CC2)C1.C(O)CCC.[I:64][C:65]1[CH:70]=[CH:69][C:68]([C:71]([C:73]2[CH:78]=[CH:77][C:76]([O:79][CH3:80])=[CH:75][CH:74]=2)=[CH2:72])=[CH:67][CH:66]=1.[OH2:81]>>[I:64][C:65]1[CH:66]=[CH:67][C:68]([C:71]([C:73]2[CH:74]=[CH:75][C:76]([O:79][CH3:80])=[CH:77][CH:78]=2)([OH:22])[CH2:72][OH:81])=[CH:69][CH:70]=1

参加物

5

反応物 4

HCID 2631-ButanolHCID 962WaterHCID 510036741-((1R)-((2R,4R,5S)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)-4-((1R)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazineHCID 86718436HCID 86718436、化合物

生成物 1

HCID 90123177HCID 90123177、化合物

反応条件

温度
45 °C

実験手順

Example 44.1 was obtained by dihydroxylation: the AD-mix-alpha (1.008 g, 0.720 mmol) in tert. BuOH (20 ml)/Water (20.00 ml) was immersed in an ice-bath. After 5 minutes 1-iodo-4-(1-(4-methoxyphenyl)vinyl)benzene (example 44.2) (0.22 g, 0.654 mmol) was added as solid. The reaction mixture was heated at 45° C. overnight. The organic solvent was removed under reduced pressure and the remaining aqueous phase was extracted three times with dichloromethane. The organic phases were pooled, dried over sodium sulfate, filtered and concentrated in vacuo to obtain the title compound as slightly yellow solid.

後処理

  1. customExample 44.1 was obtained by dihydroxylation
  2. customThe organic solvent was removed under reduced pressure
  3. extractionthe remaining aqueous phase was extracted three times with dichloromethane
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1e9126c27a8142aba76af9db739a0cae
出典データセット
uspto-grants-2014_10
特許番号
US08859535B2

反応ノート

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