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[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate → (2R)-2,4-dihydroxy-3,3-dimethylbutyl 4-nitrobenzoate

HRID 1643421
ノート
印刷プレビュー

反応式

HRID 1643421 の反応式
[N+:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8]([O:10][CH2:11][C@H:12]2[C:17]([CH3:19])([CH3:18])[CH2:16][O:15][C@@H](C3C=CC(OC)=CC=3)[O:13]2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]>C1COCC1.C(O)(=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([O:10][CH2:11][C@H:12]([OH:13])[C:17]([CH3:18])([CH3:19])[CH2:16][OH:15])=[O:9])=[CH:28][CH:29]=1)([O-:3])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 66754235[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate

生成物 1

HCID 66753335(2R)-2,4-dihydroxy-3,3-dimethylbutyl 4-nitrobenzoate

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of compound obtained in Step C (4.4 g, 10.96 mmol) in THF (5 ml) and acetic acid (70%) (50 ml) was heated at 60° C. for 4 hours. The solvent was concentrated under reduced pressure and dissolved in EtOAc. The organic layer was washed with NaHCO3 and brine. The organic phase was concentrated under reduced pressure and the crude was crystallized from Et2O and n-Hexane at 0° C. to give a white solid.

後処理

  1. concentrationThe solvent was concentrated under reduced pressure
  2. dissolutiondissolved in EtOAc
  3. washThe organic layer was washed with NaHCO3 and brine
  4. concentrationThe organic phase was concentrated under reduced pressure
  5. customthe crude was crystallized from Et2O and n-Hexane at 0° C.
  6. customto give a white solid

出典と根拠

ORDレコード
ord-f5d71b04f32b45f392452f615057f16e
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08119806B2

反応ノート

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