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tert-Butanol → (1R,2S)-1,2-dihydroxy-1-(4,5-diphenyloxazol-2-yl)cyclohexane

HRID 1067109
ノート
印刷プレビュー

反応式

HRID 1067109 の反応式
[CH3:1][CH2:2][C@H:3]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(OC)C=C4)N(CC2)C1.CS(N)(=O)=O.[C:64]1([C:70]2[N:71]=C(C3CCCCC=3)[O:73][C:74]=2[C:75]2[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=2)[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1.S([O-])([O-])=[O:88].[Na+].[Na+].[CH3:93][C:94]([OH:97])([CH3:96])[CH3:95]>O>[OH:97][C@:94]1([C:96]2[O:73][C:74]([C:75]3[CH:76]=[CH:77][CH:78]=[CH:79][CH:80]=3)=[C:70]([C:64]3[CH:65]=[CH:66][CH:67]=[CH:68][CH:69]=3)[N:71]=2)[CH2:95][CH2:3][CH2:2][CH2:1][C@@H:93]1[OH:88]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 6386tert-ButanolHCID 24437Sodium SulfiteHCID 72879MethanesulfonamideHCID 184591392-(1-Cyclohexenyl)-4,5-diphenyloxazoleHCID 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)phthalazine

生成物 1

HCID 57102465
(1R,2S)-1,2-dihydroxy-1-(4,5-diphenyloxazol-2-yl)cyclohexane

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of AD-mix-α® (30 g) in a mixture of t-BuOH (600 ml) and water (600 ml) was stirred for 1 hour, and then methanesulfonamide (9.3 g) and 1-(4,5-diphenyloxazol-2-yl)-1-cyclohexene added to the solution at room temperature. After being stirred for 20 hours at the same temperature, sodium sulfite (60 g) was added, and the mixture was stirred for 30 minutes. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with 1N-HCl solution, sat. NaHCO3 and brine, dried over MgSO4 and evaporated in vacuo. The residue was purified by chromatography on silica gel to afford (1R,2S)-1,2-dihydroxy-1-(4,5-diphenyloxazol-2-yl)cyclohexane (30 g).

後処理

  1. additionwas added
  2. stirringthe mixture was stirred for 30 minutes
  3. customThe mixture was partitioned between ethyl acetate and water
  4. washThe organic layer was washed with 1N-HCl solution, sat. NaHCO3 and brine
  5. dry with materialdried over MgSO4
  6. customevaporated in vacuo
  7. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-27b7ec55874c49e59f11a6abb4b69419
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06245790B1

反応ノート

読み込み中…

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